17.3 3 Acyl Chlorides Flashcards
general formula
RCOCl
not classified as
Carbonyl compounds
naming
ethanoyl chloride
propanoyl chloride
butanoyl chloride
Carbon atom
Is joined to two electronegative atoms so is electron deficient -readily attacked by nucleophiles
Reaction with water
React vigorously with cold water forming a carboxylic acid and hydrogen chloride gas appearing as misty fumes
see
equations in book
Reactions with alcohols
Form an ester and hydrogen chloride gas
Reaction with concentrated ammonia solution
Amide and HCl
further reaction between NH3+HCl form NH4Cl ammonium chloride
see equation
Reaction with primary amines
Primary amine is RNH2
N-substituted amide and HCl
Naming is (N-chain from N-carbon chain-amide)
for example N-methylethanamide
Reaction with secondary amines
R2NH get two substiuted alkyl groups RCONR2 N,N-alkyl group 1 added-alkyl group 2 added +HCl e.g N,N-dimethylethanamide
Why not occur with tertiary amine
With three alkyl groups no H to react with Cl to form hydrogen chloride