(a)
Interpretation:
To predict the product of acid-catalyzed hydrolysis of given ester.
Concept Introduction:
An acid-catalyzed hydrolysis of the ester is a much faster reaction as compared to uncatalyzed hydrolysis of the ester. The addition of acid promotes the protonation of oxygen atom in the carbonyl group and as it is a fact that an oxygen atom with positive charge has more electron withdrawing tendency than neutral atom. The more withdrawal of electron density of oxygen atom decreases the electron density from the carbonyl carbon and make it more susceptible for the attack of the nucleophile. The acid catalyzed reaction mechanism is written as,
Therefore, products obtained by the acid catalyzed ester hydrolysis are the
(b)
Interpretation:
To predict the product of acid-catalyzed hydrolysis of given ester.
Concept introduction:
An acid-catalyzed hydrolysis of the ester is a much faster reaction as compared to uncatalyzed hydrolysis of the ester. The addition of acid promotes the protonation of oxygen atom in the carbonyl group and as it is a fact that an oxygen atom with positive charge has more electron withdrawing tendency than neutral atom. The more withdrawal of electron density of oxygen atom decreases the electron density from the carbonyl carbon and make it more susceptible for the attack of the nucleophile. The acid catalyzed reaction mechanism is written as,
Therefore, products obtained by the acid catalyzed ester hydrolysis are the carboxylic acid and an alcohol by which ester was formed.
(c)
Interpretation:
To predict the product of acid-catalyzed hydrolysis of given ester.
Concept Introduction:
An acid-catalyzed hydrolysis of the ester is a much faster reaction as compared to uncatalyzed hydrolysis of the ester. The addition of acid promotes the protonation of oxygen atom in the carbonyl group and as it is a fact that an oxygen atom with positive charge has more electron withdrawing tendency than neutral atom. The more withdrawal of electron density of oxygen atom decreases the electron density from the carbonyl carbon and make it more susceptible for the attack of the nucleophile. The acid catalyzed reaction mechanism is written as,
Therefore, products obtained by the acid catalyzed ester hydrolysis are the carboxylic acid and an alcohol by which ester was formed.
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Chapter 11 Solutions
Essential Organic Chemistry (3rd Edition)
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