Consider the following reaction sequence:Cycl | vedclass

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

Question

(A, D) The reaction of $methylenecyclohexane$ with $Br_2$ in $CH_3OH$ is a halohydrin-type reaction (specifically,a haloetherification).$1$. The $Br_2

Vedclass · Accepted Answer

Vedclass · Answer

(A, D) The reaction of $methylenecyclohexane$ with $Br_2$ in $CH_3OH$ is a halohydrin-type reaction (specifically,a haloetherification).$1$. The $Br_2$ forms a cyclic bromonium ion with the double bond of $methylenecyclohexane$.$2$. The nucleophile $CH_3OH$ attacks the more substituted carbon (the one attached to the cyclohexane ring) to open the bromonium ring,following Markovnikov-like regioselectivity due to the stability of the developing carbocation character.$3$. This yields $A$,which is $1-(bromomethyl)-1-methoxycyclohexane$.$4$. In the next step,$A$ reacts with $KCN$. The $CN^-$ ion acts as a nucleophile and performs a nucleophilic substitution $(S_N2)$ on the primary alkyl bromide ($CH_2Br$ group).$5$. The $Br$ atom is replaced by the $CN$ group,resulting in $B$,which is $1-(cyanomethyl)-1-methoxycyclohexane$.

Similar Questions

For the following reaction,the yield of the product is highest in:
$CH_3-Br + NaOH \to CH_3-OH + NaBr$

What is the product formed when $Ethyl \ bromide$ reacts with alcoholic $Silver \ nitrite$ $(AgNO_2)$?

What are the major products $X$ and $Y$ respectively in the following reactions?
$(CH_3)_3CONa + CH_3CH_2Br \rightarrow X$
$(CH_3)_3CBr + CH_3CH_2ONa \rightarrow Y$

Which reaction is useful for the exchange of halogen in alkyl chloride by iodide?

Which compounds give $\beta$-elimination reactions? What are their main products?

Vedclass Test Series

Exam Paper Generator

Online Exam Module