INDEX OF REVIEW MECHANISMS

 

 

ALKANES

Radical Halogenation of Alkanes

 

NUCLEOPHILIC SUBSTITUTION

Bimolecular Nucleophilic Substitution (SN2) of 1° Alkyl Halides

Unimolecular Nucleophilic Substitution (SN1) of 3° Alkyl Halides

Bimolecular Nucleophilic Substitution (SN2) of 1° Alcohols

Unimolecular Nucleophilic Substitution (SN1) of 3° Alcohols

 

ELIMINATION REACTIONS

Base-Promoted Dehydrohalogenation of 1° Alkyl Halides (E2)

Base-Promoted Dehydrohalogenation of 3° Alkyl Halides (E1)

Acid-promoted Dehydration of 1° Alcohols (E2)

Acid-promoted Dehydration of 3° Alcohols (E1)

 

ADDITION REACTIONS OF ALKENES AND ALKYNES

Hydrogenation

Addition of HBr to Alkenes

Anti-Markovnikov Addition of HBr to Alkenes

Addition of Bromine (Br2) to Alkenes

Formation of Halohydrins (Addition of Hal2 and H2O to Alkenes)

Addition of Water to Alkenes

Oxymercuration-Demercuration (Markovnikov Hydration)

Hydroboration-Oxidation (anti-Markovnikov Hydration)

Hydroxylation

Ozonolysis

Epoxidation

Nucleophilic Epoxide Ring-opening

 

REACTIONS OF DIENES

Additon of HBr

Addition of Halogens (Hal2)

Diels-Alder Cycloaddition

 

AROMATIC SUBSTITUTION

A General Mechanism for Electrophilic Aromation Substitution

Electrophilic Aromation Halogenation

Electrophilic Aromatic Nitration

Electrophilic Aromatic Sulfonation

Electrophilic Aromatic Alkylation (Freidel-Crafts Alkylation)

Electrophilic Aromatic Acylation (Freidel-Crafts Acylation)

Nucleophilic Aromatic Substitution by Addition-Elimination

Nucleophilic Aromatic Substitution by Elimination-Addition (via  Benzyn)

 

REACTIONS OF ACIDS AND ACID DERIVATIVES

General Mechanism for Addition-Elimination of Acyl Derivatives

Alcoholysis of Acyl Chlorides

Fischer Esterification

Saponification of Esters

Hydrolysis of Nitriles

Decarboxylation of Carboxylic Acids with a  -Carbonyl Group

 

ADDITION AND ADDITION-ELIMINATION REACTIONS OF ALDEHYDES AND KETONES

General Mechanism for Nucleophilic Addition to Carbonyl Groups

Hydration (addition of Water)

Addition of HCN

Addition of Organometalic Reagents

General Mechanism for Addition-Elimination Reactions of C=O

Wittig Reaction

Ketal Formation (reaction with alcohols)

Reaction with Amines and Amine Derivatives

 

REACTIONS AT THE -POSITION OF CARBONYL COMPOUNDS

Acid-catalyzed  Enol Formation

Base-catalyzed  Enol Formation

-Bromination of Aldehydes and Ketones

Acid-catalyzed  Aldol Reaction

Base-catalyzed  Aldol Reaction

Dehydration of Aldols

Claisen Reaction

Michael Reaction

 

 

ALKANES

-E4

 

SUBSTITUTION

-

-

-

-

 

ELIMINATION

-E12

-E12

-E12

-E12

 

ADDITION

-

-E12

-

-E12

-E12

-E12

-E4

-

-E12

-E12

-

-E4

 

DIENES

-E12

-E12

-S3

 

AROMATIC SUBSTITUTION

-E12

-E12

-E12

-

-E4

-E12

-E4

-E4

 

ACIDS AND DERIVATIVES

-E3

-E3

-E3

-E3

-

-E4

 

 

ALDEHYDES AND KETONES

-

-S2

-S2

-E4

-

-E4

-S2

-S1

 

ENOLS & ENOLATES

-S2

-S2

-S2

-S3

-S3

-S3

-E3

-E3