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Chapter 26: Q 3. (page 1052)

Synthesize each product from the given starting materials using an organocuprate coupling reaction.

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Organocuprate coupling reaction

An organic reaction involves the formation of a new carbon-carbon bond by coupling two moles of an alkyl halide with an organocuprate reagent(R2CuLi) .

02

Synthesising compounds

The given compounds are synthesized as follows:

a. The bromobenzene is treated with lithium and cupric iodide to form the corresponding lithium diphenyl cuprate. This is allowed to react with organo iodide to form the required

compound.

Organocuprate coupling reaction to form substituted benzene

b.Butyl chloride reacts with lithium, followed by cupric iodide to form the lithium dibutyl cuprate that reacts with bromobutene to form the required hydrocarbon.

Organocuprate synthesis of Oct-3-ene.

c. 1-Chloro-3-methyl propane reacts with lithium, followed by cupric iodide to form lithium 3-methyl propane cuprate that reacts with another molecule of 1-chloro-3-methyl propane to form the required hydrocarbon.


Organocuprate synthesis of 3,8-dimethyldecane.

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Most popular questions from this chapter

Treatment of cyclohexene with C6H5CHI2and Zn(Cu) forms two stereoisomers of molecular formula C13H16. Draw their structures and explain why two compounds are formed.

What product is formed by ring-closing metathesis of each compound?

a.

b.

What stereoisomers are formed when trans-hex-3-ene is treated withCH2I2 and Zn(Cu)?

Draw the product of each reaction.

Draw the structure of the two products of molecular formulaC15H26O2 formed when M is treated with Grubbs catalyst under high-dilution conditions.
See all solutions

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