Structures of four β − keto ester that is obtained from the mixture of methyl acetate and methyl propanoate have to be drawn. Concept Introduction: Reaction of an ester having an α − hydrogen with one equivalent of a base to yield a β − keto ester. Mechanism for Claisen Condensation: A base abstracts a proton from the α − c a r b o n forms enolate ion. The enolate ion gets attached to the carbonyl carbon of another ester. The negative charge on oxygen of the carbonyl group reforms, by removing an alkoxide ion.

Question

Want to see the full answer?

Answer 1

Question

Chapter 13, Problem 30P

Interpretation Introduction

Interpretation:

Structures of four β− keto ester that is obtained from the mixture of methyl acetate and methyl propanoate have to be drawn.

Concept Introduction:

Reaction of an ester having an α− hydrogen with one equivalent of a base to yield a β− keto ester.

Mechanism for Claisen Condensation:

A base abstracts a proton from the α−carbon forms enolate ion.

The enolate ion gets attached to the carbonyl carbon of another ester.

The negative charge on oxygen of the carbonyl group reforms, by removing an alkoxide ion.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring. It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Part A Given 7.30 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield? Express your answer in grams to three significant figures. Part B A chemist ran the reaction and obtained 5.95 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. Part C The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 7.30 gg of…

Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring. It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.45 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield? Express your answer in grams to three significant figures. A chemist ran the reaction and obtained 5.50 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 8.45 gg of butanoic acid and excess…

Draw the keto and enol forms of (a) propanal and (b) 3-pentanone.