The major product obtained when this substrat | vedclass

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

Question

(A) The substrate is $1$-bromo-$1,2$-dimethylcyclohexane. When treated with a bulky base like potassium $tert$-butoxide $(t-BuOK)$,the $E_2$ eliminati

Vedclass · Accepted Answer

$1-$methyl$-2-$methylenecyclohexane

Vedclass · Answer

(A) The substrate is $1$-bromo-$1,2$-dimethylcyclohexane. When treated with a bulky base like potassium $tert$-butoxide $(t-BuOK)$,the $E_2$ elimination reaction occurs.$t-BuOK$ is a sterically hindered base,which prefers to abstract a proton from the less sterically hindered position (Hofmann product).In this molecule,there are two types of $\beta$-hydrogens available for elimination:$1$. Protons on the $CH_2$ group of the ring (leading to the more substituted,Zaitsev product,$1,2$-dimethylcyclohex-$1$-ene).$2$. Protons on the exocyclic $CH_3$ group attached to the $C_1$ position or the $CH_2$ group adjacent to $C_1$ (leading to the less substituted,Hofmann product,$1$-methyl-$2$-methylenecyclohexane).Due to the steric bulk of the $t-BuOK$ base,it preferentially abstracts the more accessible proton from the $CH_2$ group adjacent to the $C_1$ position to form the less substituted alkene,which is $1$-methyl-$2$-methylenecyclohexane.

The major product obtained when this substrate is subjected to $E_2$ reaction under the treatment of potassium $tert$-butoxide is:

Similar Questions

Consider the following bromides.
The correct order of $S_N1$ reactivity is

Identify the most suitable reagents $(I)$ and $(II)$ for the following sequence of reactions:

The reactivity of ethyl chloride towards nucleophilic substitution is:

Arrange the following compounds in the increasing order of their boiling points:
$(a)$ $CH_3CH_2CH_2CH_2Br$
$(b)$ $(CH_3)_2CHCH_2Br$
$(c)$ $(CH_3)_3CBr$

The rate of dehydrohalogenation of which one among the following is the least?

Vedclass Test Series

Exam Paper Generator

Online Exam Module