Question

Draw the products formed in each reaction.

a.

b.

c.

d.

e.

f.

g.

h.

Short answer

Answer

a.

b.

c.

d.

e.

f.

g.

h.

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:

Product formed from compound g

h. The reaction is a Suzuki reaction. The organoborane reacts with the alkyl halide to form hex-1-enylbenzene and the reaction can be given as:

Product formed from compound h