Question

The photochemical reaction between diazomethane and an alkene gives several side products as the result of carbene insertion.Which of the following compounds cannot be formed by such a side reaction between diazomethane and propene?

• A. $1$-butene
• B. (Z)-$2$-butene
• C. $2$-methylpropene
• D. (E)-$2$-butene

Answer 1

The correct option is D (E)-$2$-butene

A) Can form by removing hydrogen from right side carbon of cation.

B) $Z$ form has large hindrance and large enthalpic value than $E$ form. so intermediate will always go for $E$ rather than $Z$.

C) $2-methypropene$ can be formed from the cyclic intermediate.

D) $E$ form possible due to less hindrance and higher stability.