Predict the major product of the reaction.

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(B) The reagent $m-CPBA$ (meta-chloroperbenzoic acid) is an electrophilic reagent used for the epoxidation of alkenes. Epoxidation occurs more readily

Vedclass · Accepted Answer

$CH_3-C-C(CH_3)-CH_2-CH=CH_2$ (with an epoxide ring on the internal $C=C$ group)

Vedclass · Answer

(B) The reagent $m-CPBA$ (meta-chloroperbenzoic acid) is an electrophilic reagent used for the epoxidation of alkenes. Epoxidation occurs more readily at the alkene with higher electron density,which is the more substituted alkene. In the given molecule,the internal double bond $(CH_3-C(CH_3)=C(CH_3)-)$ is more substituted (tetrasubstituted) than the terminal double bond ($-CH=CH_2$,monosubstituted). Therefore,the $m-CPBA$ will selectively epoxidize the more substituted internal double bond.

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