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Show the mechanism for the

reaction of acetic anhydride
with water.

Question:
Show the mechanism for the reaction of acetic
anhydride with water.

Hydration Reaction
The reaction of any compound with water is known
as hydration reaction. The water molecule acts as
nucleophile and attack at the electrophilic carbon
center. The acetic anhydride undergoes hydration
reaction to form acetic acid.

 Answer and Explanation:

The reaction of acetic anhydride with water occurs in
four steps, which are stated below.

Step:1In the !rst step, the lone present on the

oxygen atom of water attacks the electrophilic
carbonyl carbon atom of acetic anhydride. The
double bond electron density moves to the oxygen
atom.

Step:2The removal of a proton from the resulting

compound takes place.

Step:3The carbonyl double bond electron density

moves back to the carbon atom and carbon-oxygen
double bond is formed, simultaneously the carbon-
oxygen single bond is broken. This results in the
formation of acetic acid and acetate ion.

Step:4In the !nal step of the reaction, the acetate ion

takes proton to form acetic acid.

The complete mechanism for the reaction of acetic

anhydride with water is shown below.

Reaction of acetic anhydride with water

Therefore, the reaction of acetic anhydride with

water forms two molecules of acetic acid.

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What is Hydration? - De!nition, Facts & Bene!ts

from
Chapter 26 / Lesson 8

 70K
Why is it important to drink water? See the de!nition of
hydration, read about the hydration process and bene!ts of
hydration, and learn how to stay hydrated.

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