91Ó°ÊÓ

Numerous hydrocarbons are present, and one among them is cyclohexene. They are unstable species and get converted to peroxides when they come in contact with air and light.

Cyclohexene undergoes hydration to produce cyclohexanol. It combines with N-bromosuccinimide (NBS) to form 3-bromocyclohexene.

a. The given compound can be synthesized using three steps. The first step is the allylic bromination of cyclohexene by NBS in the presence of sunlight to form 3-bromocyclohex-1-ene. The second step is the hydrolysis of 3-bromocyclohex-1-ene to form cyclo-hex-2-enol. The third step is the treatment of cyclohex-2-enol with dibromocarbene, which is formed by the reaction of $\mathrm{KOC}{\left({\mathrm{CH}}_3\right)}_3$ with CHBr₃ to form the product. The reaction can be given as:

Synthesis of compound a from cyclohexene

b. The first step is the allylic bromination of cyclohexene. The second step is the Gilman reaction using ${\left({\mathrm{C}}_6{\mathrm{H}}_5\right)}_2\mathrm{CuLi}$ reagent. The third step is the synthesis of nonhalogenated cyclopropane by the Simmons-Smith reaction. The reaction can be given as:

Synthesis of compound b from cyclohexene