Chapter 26: Q 20. (page 1068)

Draw the products formed in each reaction.
a.
b.
c.
d.
e.
f.
g.
h.

Short Answer

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Answer

Step by step solution

Coupling reactions

The coupling of an organic halide with an organometallic reagent or alkene results in new carbon-carbon (C-C) bond formation.

Types of coupling reactions

Numerous coupling reactions are present, and the important ones are mentioned below

The reaction of organic halide with organocuprate reagent
Suzuki reaction
Heck reaction

Predicting the product formed in the reaction

a.The reaction of chlorocyclohexene with the given organocuprate reagent results in the formation of 1-propylcyclohex-1-ene. The reaction can be given as:

Product formed from compound a

b.This reaction is a Suzuki reaction and is carried in the presence of a base. The reaction product is 3-m-tolylpyridine and the reaction can be given as:

Product formed from compound b

c.The given reaction is a Heck reaction. A substituted alkene is formed as the product in this reaction. The reaction product is 3-2-(furan-2-yl)vinyl)pyridine and the reaction can be given as:

Product formed from compound c

d.This reaction involves organocuprate reagents. The product formed in the reaction contains new C-C bonds. The product is (E)-undec-2-ene and the reaction can be given as:

Produ

Product formed from compound d

e.This is a Suzuki reaction and is carried out in the presence of a base. The product of the reaction is (2E, 4E)-hexa-2,4-diene. The reaction can be given as:

Product formed from compound e

f. This is a heck reaction and involves the formation of a substituted alkene. The reaction product is (Z)-methyl-3-(4-methoxyphenyl)acrylate. The reaction can be given as:

Product formed from compound f

g. This reaction is a Suzuki reaction and the alkyl halide is reacted with the organoborane to form the product. The reaction product is (E)-prop-1-enylbenzene and the reaction can be given as: