At pH = 12, the rate of hydrolysis of ester A is greater than the rate of hydrolysis of ester B. At pH = 8, the relative rates reverse (that is, ester B hydrolyzes faster than ester A). Explain these observations.

At pH = 12, the rate of hydrolysis of ester A is greater than the rate of hydrolysis of ester B. At pH = 8, the relative rates reverse (that is, ester B hydrolyzes faster than ester A). Explain these observations.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter23: Addition To A Carbonyl

Section: Chapter Questions

Problem 41CTQ

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Concept explainers

Aldehydes and Ketones

Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

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At pH = 12, the rate of hydrolysis of ester A is greater than the rate of hydrolysis of ester B. At pH = 8, the relative rates reverse (that is, ester B
hydrolyzes faster than ester A). Explain these observations.

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