πŸ§ͺ Retropath-Web

Search IconIcon to open search

Nucleophilic-Aliphatic-Substitutions

Last updated July 2, 2022

nucleophilic-substitutions

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carbonyl-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrite-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Alkoxide-and-Nu-Iodine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Acidic cleavage of ethers (SN2) – Master Organic Chemistry

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Phosphonate-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carboxyl-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Epoxide-Ring-Opening-Nu-Thiolate-acid

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carbonyl-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Hydroxyl-and-Nu-Chlorine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Making Alkyl Halides From Alcohols – Master Organic Chemistry
 [4]  Ch15 : Alcohols with hydrogen halides to alkyl halides

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Tertiary-Amine-Lg-Iodine

References:
 [0]  Alkylation of Amines (Sucks!) – Master Organic Chemistry
 [1]  9.4. Reaction of RX with NH3 and amines | Organic Chemistry 1: An open textbook
 [2]  Amines as Nucleophiles - Chemistry LibreTexts

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Phosphonate-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-N-Amide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrite-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Phosphonate-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Carboxyl-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-Amino

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Alkylation of Amines (Sucks!) – Master Organic Chemistry
 [4]  9.4. Reaction of RX with NH3 and amines | Organic Chemistry 1: An open textbook
 [5]  Amines as Nucleophiles - Chemistry LibreTexts
 [6]  Gabriel Phthalimide Synthesis Mechanism - Explanation and Examples

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Sulfonate-and-Nu-Iodine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-Thiolate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-ONO

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Haloalkanes react with KNO2 to form alkyl nitrites while AgNO2 forms nitroalkanes as the chief product.

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrile-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-Sulfonamide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-N-Amide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfate-and-Nu-Nitrile

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Kolbe Nitrile Synthesis
 [4]  Pelouze Synthesis

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-N-Amide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-N-Carbamate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Phosphonate-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Hydroxyl-and-Nu-Azide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Reactions of Azides - Substitution, Reduction, Rearrangements, and More

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Chlorine-acid

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-O-Carbamate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Nitrite-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carbonyl-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrile-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-Azide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Reactions of Azides - Substitution, Reduction, Rearrangements, and More

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Amino-basic

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carboxyl-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carboxyl-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-Carboxyl-H

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  carboxylic-acid-as-nucleophile

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aromatic-Carbon, A-Aliphatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Phosphonate-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-N-Carbamate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-Hydroxyl

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carboxyl-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-Hydroxyl

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Nitrate-and-Nu-Hydroxyl

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Nitrate ester - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Iodine-acid

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-ONO

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Haloalkanes react with KNO2 to form alkyl nitrites while AgNO2 forms nitroalkanes as the chief product.

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Alkoxide-and-Nu-Bromine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Acidic cleavage of ethers (SN2) – Master Organic Chemistry

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Phosphonate-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Nitrile-basic

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Alkoxide-and-Nu-Chlorine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Acidic cleavage of ethers (SN2) – Master Organic Chemistry

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carbonyl-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Bromine-and-Nu-Chlorine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrite-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-Carboxyl-H

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  carboxylic-acid-as-nucleophile

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aromatic-Carbon, A-Aliphatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrile-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Phosphonate-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R7 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Phosphonate-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Phosphonate-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Phosphonate-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrite-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-Nitrile

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Kolbe Nitrile Synthesis
 [4]  Pelouze Synthesis

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrile-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-ONO

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Haloalkanes react with KNO2 to form alkyl nitrites while AgNO2 forms nitroalkanes as the chief product.

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-Nitrile

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Kolbe Nitrile Synthesis
 [4]  Pelouze Synthesis

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Thiolate-basic

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-Carboxyl-H

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  carboxylic-acid-as-nucleophile

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aromatic-Carbon, A-Aliphatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carboxyl-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Hydroxyl-acid

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

image

# Nucleophilic-Substitution-Enamine-Lg-Chlorine

References:
 [0]  Enamine - Wikipedia

Condition to enforce:

R1 = H, A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Iodine-and-Nu-Bromine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrite-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-O-Carbamate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Nitrite-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-Azide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Reactions of Azides - Substitution, Reduction, Rearrangements, and More

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-Azide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Reactions of Azides - Substitution, Reduction, Rearrangements, and More

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Azide-basic

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Phosphonate-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carboxyl-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrite-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-Alkoxide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Williamson ether synthesis - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-Nitrate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Azide-acid

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

image

# Nucleophilic-Substitution-Enamine-Lg-Sulfonate

References:
 [0]  Enamine - Wikipedia

Condition to enforce:

R1 = H, A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon
R6 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-Nitrile

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Kolbe Nitrile Synthesis
 [4]  Pelouze Synthesis

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-O-Carbamate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Phosphonate-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrile-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-Amino

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Alkylation of Amines (Sucks!) – Master Organic Chemistry
 [4]  9.4. Reaction of RX with NH3 and amines | Organic Chemistry 1: An open textbook
 [5]  Amines as Nucleophiles - Chemistry LibreTexts
 [6]  Gabriel Phthalimide Synthesis Mechanism - Explanation and Examples

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrile-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrite-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Phosphonate-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrile-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-N-Carbamate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Iodine-and-Nu-Azide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Reactions of Azides - Substitution, Reduction, Rearrangements, and More

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Sulfonate-and-Nu-Azide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Reactions of Azides - Substitution, Reduction, Rearrangements, and More

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-ONO

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Haloalkanes react with KNO2 to form alkyl nitrites while AgNO2 forms nitroalkanes as the chief product.

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-Amino

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Alkylation of Amines (Sucks!) – Master Organic Chemistry
 [4]  9.4. Reaction of RX with NH3 and amines | Organic Chemistry 1: An open textbook
 [5]  Amines as Nucleophiles - Chemistry LibreTexts
 [6]  Gabriel Phthalimide Synthesis Mechanism - Explanation and Examples

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-Thiolate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-Alkoxide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Williamson ether synthesis - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Tertiary-Amine-Lg-Sulfonate

References:
 [0]  Alkylation of Amines (Sucks!) – Master Organic Chemistry
 [1]  9.4. Reaction of RX with NH3 and amines | Organic Chemistry 1: An open textbook
 [2]  Amines as Nucleophiles - Chemistry LibreTexts

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Tertiary-Amine-Lg-Chlorine

References:
 [0]  Alkylation of Amines (Sucks!) – Master Organic Chemistry
 [1]  9.4. Reaction of RX with NH3 and amines | Organic Chemistry 1: An open textbook
 [2]  Amines as Nucleophiles - Chemistry LibreTexts

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrile-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-N-Amide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Phosphonate-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrite-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Chlorine-and-Nu-Azide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Reactions of Azides - Substitution, Reduction, Rearrangements, and More

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Carboxyl-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Substitution-Enamine-Lg-Bromine

References:
 [0]  Enamine - Wikipedia

Condition to enforce:

R1 = H, A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-Carboxyl-H

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  carboxylic-acid-as-nucleophile

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aromatic-Carbon, A-Aliphatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrite-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-Sulfonamide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Phosphonate-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Nitrite-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Carboxyl-H-basic

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrite-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrile-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Phosphonate-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Carboxyl-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Epoxide-Ring-Opening-Nu-Alkoxide-acid

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-Alkoxide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Williamson ether synthesis - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrite-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-N-Carbamate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrile-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Iodine-and-Nu-Chlorine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Nitrite-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Alkoxide-basic

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Phosphonate-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Hydroxyl-and-Nu-Iodine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Making Alkyl Halides From Alcohols – Master Organic Chemistry
 [4]  Ch15 : Alcohols with hydrogen halides to alkyl halides

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carboxyl-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carbonyl-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Phosphonate-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carbonyl-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-Sulfonamide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-Thiolate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Hydroxyl-and-Nu-Bromine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Making Alkyl Halides From Alcohols – Master Organic Chemistry
 [4]  Ch15 : Alcohols with hydrogen halides to alkyl halides

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-Thiolate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-Amino

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Alkylation of Amines (Sucks!) – Master Organic Chemistry
 [4]  9.4. Reaction of RX with NH3 and amines | Organic Chemistry 1: An open textbook
 [5]  Amines as Nucleophiles - Chemistry LibreTexts
 [6]  Gabriel Phthalimide Synthesis Mechanism - Explanation and Examples

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrite-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carboxyl-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Nitrite-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-Nitrile

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Kolbe Nitrile Synthesis
 [4]  Pelouze Synthesis

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrite-and-EWG2-Phosphonate-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrile-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Sulfonate-and-Nu-Bromine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Carboxyl-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-Nitrate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrile-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Phosphonate-Lg-Chlorine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Carbonyl-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrile-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Sulfonate-and-Nu-Alkoxide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Williamson ether synthesis - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-Nitrate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Alkane-and-EWG2-Nitrile-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Hydroxyl-and-Nu-Nitrate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Nitrate ester - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Substitution-Enamine-Lg-Iodine

References:
 [0]  Enamine - Wikipedia

Condition to enforce:

R1 = H, A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon
R4 = H, A-Aliphatic-Carbon
R5 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrile-Lg-Bromine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-Sulfonamide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Phosphonate-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Tertiary-Amine-Lg-Bromine

References:
 [0]  Alkylation of Amines (Sucks!) – Master Organic Chemistry
 [1]  9.4. Reaction of RX with NH3 and amines | Organic Chemistry 1: An open textbook
 [2]  Amines as Nucleophiles - Chemistry LibreTexts

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Sulfonate-and-Nu-Chlorine

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Chlorine-and-Nu-Hydroxyl

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrile-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Alkoxide-and-Nu-Azide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Reactions of Azides - Substitution, Reduction, Rearrangements, and More
 [4]  Acidic cleavage of ethers (SN2) – Master Organic Chemistry

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Acidic-Lg-Bromine-and-Nu-Azide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Reactions of Azides - Substitution, Reduction, Rearrangements, and More

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Iodine-and-Nu-O-Carbamate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group-No-Oxygen, A-Alkoxide, Hydroxyl, A-Aliphatic-Nitrogen

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrite-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-Nitrate

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Hydroxyl-basic

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-Hydroxyl

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Phosphonate-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Basic-Lg-Bromine-and-Nu-Azide

References:
 [0]  Sn2
 [1]  1.24: Nucleophilic Substitution, SN2, SN1 - Chemistry LibreTexts
 [2]  Sn2
 [3]  Reactions of Azides - Substitution, Reduction, Rearrangements, and More

Condition to enforce:

R1 = A-Aliphatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Nitrite-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carbonyl-and-EWG2-Carbonyl-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Nitrile-and-EWG2-Nitrite-Lg-Sulfonate

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = H, A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Phosphonate-and-EWG2-Phosphonate-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R6 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Nucleophilic-Aliphatic-Substitution-Beta-acid-EWG1-Carboxyl-and-EWG2-Phosphonate-Lg-Iodine

References:
 [0]  Acetoacetic-Ester Synthesis
 [1]  Substituted carbonyl compound synthesis by alkylation or condensation
 [2]  Malonic Ester Synthesis
 [3]  Carbonyl alpha-substitution reactions - Wikipedia

Condition to enforce:

R1 = A-Aliphatic-Carbon
R2 = H, A-Aliphatic-Carbon
R3 = A-Aliphatic-Carbon, A-Aromatic-Carbon, Vinyl-Group
R4 = A-Aliphatic-Carbon, A-Aromatic-Carbon
R5 = A-Aliphatic-Carbon, A-Aromatic-Carbon

image

# Epoxide-Ring-Opening-Nu-Bromine-acid

References:
 [0]  Epoxidation - Chemistry LibreTexts
 [1]  Epoxides Ring-Opening Reactions - Chemistry Steps

Condition to enforce:

R1 = L-A, A-Aromatic-Carbon
R2 = L-A, A-Aromatic-Carbon
R3 = L-A, A-Aromatic-Carbon
R4 = L-A, A-Aromatic-Carbon

image


Interactive Graph