Predict the major product of the reaction.

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(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.

Similar Questions

What is the product formed when one molecule of $HBr$ reacts with one molecule of $1,3$-butadiene at $40^{\circ}C$?

Compound $X$ on heating with $Zn$ dust gives compound $Y$,which on treatment with $O_3$ followed by reaction with $Zn$ dust and $H_2O$ gives propionaldehyde. The structure of $X$ is:

When glycerol is heated with concentrated sulfuric acid,a substance with a pungent smell is obtained. Which of the following is that compound?

Which of the following compounds does not evolve $CO_2$ gas when it undergoes oxidative ozonolysis?

Addition of $HBr$ to propene yields $2$-bromopropane,while in the presence of benzoyl peroxide,the same reaction yields $1$-bromopropane. Explain and give mechanism.

Vedclass Test Series

Exam Paper Generator

Online Exam Module