Q 24. What steps are needed to convert... [FREE SOLUTION]

Chapter 26: Q 24. (page 1069)

What steps are needed to convert but-1-ene ${CH}_{3} {CH}_{2} CH = {CH}_{2}$ to octane role="math" localid="1649049664153" $[C H_{3} {(C H_{2})}_{6} C H_{3}]$ using a coupling reaction with an organocuprate reagent? All carbon atoms in octane must come from but-1-ene.

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Coupling reactions

Coupling reactions can be of several types, and one among them is the organocuprate coupling reaction. These reactions are stereospecific if the organic halide is a vinyl halide.

Features of organocuprate coupling reactions

The product generated by combining an organic halide with an organocuprate reagent comprises a new C-C bond. Several organic halides, such as methyl alkyl halide and vinyl halides, can be employed for this reaction.

Conversion of but-1-ene to octane using a coupling reaction

But-1-ene undergoes reaction with HBr and peroxide to form 1-bromobutane. The resultant product can react with Li and CuI to form the organocuprate reagent. This reagent can couple with but-1-ene to form octane. The reaction can be given as follows.

Conversion of but-1-ene to octane