
(a)
Interpretation:
To predict the product of acid-catalyzed hydrolysis of given esters.
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 protonation of the oxygen atom of 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 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 esters.
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 protonation of the oxygen atom of 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 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 esters.
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 protonation of the oxygen atom of 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 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 16 Solutions
Organic Chemistry
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- Q8: Propose an efficient synthesis of cyclopentene from cyclopentane.arrow_forwardQ7: Use compound A-D, design two different ways to synthesize E. Which way is preferred? Please explain. CH3I ONa NaOCH 3 A B C D E OCH3arrow_forwardPredict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2).arrow_forward
- (10 pts) The density of metallic copper is 8.92 g cm³. The structure of this metal is cubic close-packed. What is the atomic radius of copper in copper metal?arrow_forwardPredict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2).arrow_forwardPredict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2).arrow_forward
- Q3: Rank the following compounds in increasing reactivity of E1 and E2 eliminations, respectively. Br ca. go do A CI CI B C CI Darrow_forwardQ5: Predict major product(s) for the following reactions. Note the mechanism(s) of the reactions (SN1, E1, SN2 or E2). H₂O דיי "Br KN3 CH3CH2OH NaNH2 NH3 Page 3 of 6 Chem 0310 Organic Chemistry 1 HW Problem Sets CI Br excess NaOCH 3 CH3OH Br KOC(CH3)3 DuckDuckGarrow_forwardQ4: Circle the substrate that gives a single alkene product in a E2 elimination. CI CI Br Brarrow_forward
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