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Chapter 22: 34P (page 868)

Draw the product when each compound is treated with either (CH3)2CuLi , followed by H2O , HC鈮�CLi , followed by H2O .

a.

b.

c.

Short Answer

Expert verified

Answer

The addition products formed are shown below:

a.

b.

c.

Step by step solution

01

Step-by-Step Solution Step 1: Determination of 1,2- addition reaction

The 1,2-addition reaction takes place when you use an organolithium reagent in the case of 伪,尾 unsaturated carbonyl compounds.

It directly attacks the carbonyl carbon center, known as the 1,2-addition attack.

02

Determination of 1,4- addition reaction

The 1,4-addition reaction takes place when an organocuprate reagent is used in the case of 伪,尾 unsaturated carbonyl compounds. It attacks the alkene carbon of the fourth position from the carbonyl oxygen, known as the 1,4-addition attack.

03

The products formed in the given reactions

The addition products of compound a. are:

Reaction of compound b.

The addition products of compound b. are:

Reaction of compound b.

The addition products of compound c. are:

Reaction of compound c.

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Most popular questions from this chapter

Linalool (the Chapter 9 opening molecule) and lavandulol are two of the major components of lavender oil. (a) What organolithium reagent and carbonyl compound can be used to make each alcohol? (b) How might lavandulol be formed by reduction of a carbonyl compound? (c) Why can鈥檛 linalool beprepared by a similar pathway?

What organocuprate reagent is needed to convert CH3CH2COCIto each ketone?

a.

b.

c.

What Grignard reagent and aldehyde (or ketone) are needed to prepare each alcohol? Show all possible routes

(a)

(b)

(c)

Question: Give an IUPAC or common name for each compound.

a.

b.

c.

d.

e.

f.

Question: Draw the products formed when benzoyl anhydride is treated with each nucleophile: (a)H2O , pyridine; (b) . CH3OH ; (c) NH3 (excess); (d) (CH3)2NH (excess).
See all solutions

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