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Chapter 21: Q54 E (page 726)

The Following reactivity order has been found for the saponification of alkyl acetates by aqueous NaOH Explain.

CH3CO2CH3>CH3CO2CH2CH3>CH3CO2CHCH32>CH3CO2CHCH33

Short Answer

Expert verified

The Order of saponification is

Step by step solution

01

The order of saponification Reaction of Ethyl acetate with sodium hydroxide (Saponification)

The Reaction for the saponification of an ester using aqueousNaOH is

02

To Structure the given issues of ester

The Structures of the given issues of ester, that all other things removing constant. Therefore, there is only an increase in the steric bulk of the leaving group

03

Increases the electron density on the carbonyl carbon

That is from greater numbers of CH3groups attached, the mesomeric electron release ofdata-custom-editor="chemistry" CH3 increases electron density on the carbonyl carbon

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Most popular questions from this chapter

Explain the observation that attempted Fischer esterification of 2,4,6-trimethyl benzoic acid with methanol and HCL is unsuccessful. No ester is obtained, and the acid is recovered unchanged. What alternative method of esterification might be successful?

Question: How could you prepare the following amides using an acid chloride and an amine or ammonia?

  1. CH3CH2CONHCH3
  1. N,N-Dimethylbenzamide
  1. Propanamide

21-33 Predict the product(s) and provide the mechanism for each reaction below.

Why is the saponification of an ester irreversible? In other words, why doesn鈥檛 treatment of a carboxylic acid with an alkoxide ion yield an ester?

Predict the products of the following nucleophilic acyl substitution reactions:
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