Chapter 21: Q11P (page 1105)
Propose a mechanism for the reaction of benzyl acetate with methylamine. Label the attacking nucleophile and the leaving group, and draw the transition state in which the leaving group leaves.
Short Answer
Mechanism of the reaction:
Step by step solution
About benzyl acetate:
The benzene ring attached to the acetate group is called benzyl acetate.
This compound forms by condensing benzyl alcohol with acetic acid. The structure of this organic compound is given below.
About methylamine:
The methyl group that is CH3 attached to the nitrogen of NH2 group is methylamine. The structure of this organic compound is given below.
Methylamine
Mechanism of the reaction:
The lone pairs of electrons present in the nitrogen of methylamine attack the carbonyl oxygen of benzyl acetate leading to the formation of a transition state. There will be rearrangements taking place in the structure step by step manner to give the final product. The mechanism is given below.
Mechanism of the reaction
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