Organic Synthesis: Practical Manual:3
Aim: Synthesis of p-Bromoaniline from acetanilide
Objective:
The objective of this experiment is first to acylate the aniline to obtain acetanilide
via protecting the -NH2 group of aniline and to convert the acetanilide into para
bromoaniline via bromination as well as acidic hydrolysis process.
Principle:
p-bromo acetalinide is prepared by bromination process/Aromatic electrophilic
substitution/Br+. Mono-substituted products of primary amine cannot be
prepared easily by direct action of a reagent. Bromination of acetanilide gives
para brominated acetanilide mainly, because amino group is protected by acetyl
group. p-Bromo acetanilide is prepared by bromination process of acetanilide.
Mono substituted products of primary amine cannot prepared easily by direct
action of a reagent. Bromination of acetanilide gives para
brominated acetanilide mainly, because amino group of acetanilide is protected
by acetyl group.
Reaction:
Step:1 Preparation of acetanilide
, Step:2 preparation of p-bromo acetanilide and p-bromo aniline
Mechanism:
Requirements:
Chemicals:
Step 1: Aniline, acetic anhydride, con. HCl, Sodium acetate, cold water/Ice
Step 2 Dry acetanilide, Bromine solution/Novel Brominating agent, Glacial
acetic acid, Sodium Bisulphite, Ice/cold water, ethanol/rectified spirit
Apparatus:
Beaker, Test tube, Round bottom flask, Conical flask, Water bath, hot-plate, and
Separating funnel.
Aim: Synthesis of p-Bromoaniline from acetanilide
Objective:
The objective of this experiment is first to acylate the aniline to obtain acetanilide
via protecting the -NH2 group of aniline and to convert the acetanilide into para
bromoaniline via bromination as well as acidic hydrolysis process.
Principle:
p-bromo acetalinide is prepared by bromination process/Aromatic electrophilic
substitution/Br+. Mono-substituted products of primary amine cannot be
prepared easily by direct action of a reagent. Bromination of acetanilide gives
para brominated acetanilide mainly, because amino group is protected by acetyl
group. p-Bromo acetanilide is prepared by bromination process of acetanilide.
Mono substituted products of primary amine cannot prepared easily by direct
action of a reagent. Bromination of acetanilide gives para
brominated acetanilide mainly, because amino group of acetanilide is protected
by acetyl group.
Reaction:
Step:1 Preparation of acetanilide
, Step:2 preparation of p-bromo acetanilide and p-bromo aniline
Mechanism:
Requirements:
Chemicals:
Step 1: Aniline, acetic anhydride, con. HCl, Sodium acetate, cold water/Ice
Step 2 Dry acetanilide, Bromine solution/Novel Brominating agent, Glacial
acetic acid, Sodium Bisulphite, Ice/cold water, ethanol/rectified spirit
Apparatus:
Beaker, Test tube, Round bottom flask, Conical flask, Water bath, hot-plate, and
Separating funnel.
