Acyl Substitution
Home ]


Help end world hunger





Table of Carboxylic Acid Derivatives and Acyl Substitution
Diagonal Compound (Turquoise) + Off-Diagonal Reagent = New Diagonal Compound, Read Clockwise
For example:  A Carboxylic Acid + Thionyl Chloride = An Acid or Acyl Halide and Anhydride + Alcohol = An Ester

Carboxylic Acid

alkanoic acid

Base Amine, Heat


Amine, DCC

  Alcohol, Acid Catalyst
(Fischer Esterification)




Electrophilic Addition

Acid Catalyst, Heat Thionyl Chloride, Pyridine Catalysis


Phosphorous Tribromide

Acid Carboxylate Salt


Ammonium, Heat        
Acid, Water Base Amide

Primary, amide
Secondary, N-alkylamide
Tertiary, N,N-dialkylamide

Thionyl Chloride, heat      
Acid, Water Base Base Nitrile


Acid, Water Base (Saponification) Amine   Ester

alkyl alkanoate

Water Base Amine   Alcohol or Alkoxide Anhydride

alkanoic anhydride

Water Base Amine   Alcohol or Alkoxide Carboxylic Acid
or Carboxylate Salt
Acid or Acyl Halide

alkanoyl halide





Up ] Carbonyl Reactions ] [ Acyl Substitution ] Acyl Reductions ] Substitution Reactions ] Addition Reactions ] Elimination Reactions ] Pericyclic Reactions ]

Copyright 2003 and beyond

Thursday, April 06, 2017 13:18