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Chapter 17: 17-55P (page 847)

Draw the products of the following reactions:

Short Answer

Expert verified

When the temperature is high, LDA will remove the-H which is highly substituted.

The reaction and the products are given below:

Step by step solution

01

Thermodynamicenolate formation

When the temperature is high, LDA will remove the-H which is highly substituted.

The reaction and the products are given below:

02

Kineticenolate formation

When the temperature is low, LDA will remove the-H which is less substituted.

The reaction and the products are given below:

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Most popular questions from this chapter

Propose a mechanism for the following reaction:

Number the following compounds in order of increasing pKa value.

Draw the products of the following reactions:

a. diethyl heptanedioate: (1) sodium ethoxide; (2) HCl

b. pentanoic acid + PBr3 + Br2, followed by hydrolysis

c. acetone + LDA/THF: (1) slow addition of ethyl acetate; (2) HCl

d. diethyl 2-ethylhexanedioate: (1) sodium ethoxide; (2) HCl

e. diethyl malonate: (1) sodium ethoxide; (2) isobutyl bromide; (3) HCl, H2O + 鈭�

f. acetophenone + LDA/THF: (1) slow addition of diethyl carbonate; (2) HCl

Starting with methyl propanoate, how could you prepare 4-methyl-3-heptanone?

A racemic mixture of 2-methyl-1-phenyl-1-butanone is formed when (R)-2-methyl-1-phenyl-1-butanone is dissolved in an acidic or basic aqueous solution. Give an example of another ketone that undergoes acid- or base-catalyzed racemization.
See all solutions

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