The most likely protonation site in the follo | vedclass

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

Question

(A) The molecule is $8,8-dimethylheptafulvene$. Protonation at the $C-1$ position (the exocyclic double bond) leads to the formation of a $tropylium$

Vedclass · Accepted Answer

$C-1$

Vedclass · Answer

(A) The molecule is $8,8-dimethylheptafulvene$. Protonation at the $C-1$ position (the exocyclic double bond) leads to the formation of a $tropylium$ cation, which is a stable aromatic species ($6\pi$ electrons, $H$ückel's rule). Since the resulting carbocation is aromatic and highly stable, the $C-1$ position is the most reactive site towards protonation. Protonation at any other position on the seven-membered ring would disrupt the conjugation or fail to produce an aromatic system, making those sites less favorable.

Column-$(I)$ (Reaction)	Column-$(II)$ (Type of Reaction)
$(A)$ $\text{Cyclohexene} + Br_2 \xrightarrow{\Delta, uv} \text{3-Bromocyclohexene}$	$(i)$ $\text{Nucleophilic substitution}$
$(B)$ $\text{4-Hydroxybenzyl alcohol} + HCl \xrightarrow{\Delta} \text{4-Hydroxybenzyl chloride}$	$(ii)$ $\text{Electrophilic addition}$
$(C)$ $\text{Cyclohexene} + Br_2 \xrightarrow{CCl_4} \text{1,2-Dibromocyclohexane}$	$(iii)$ $\text{Free radical substitution}$
$(D)$ $\text{Toluene} + Cl_2 \xrightarrow{Fe, \text{dark}} \text{o/p-Chlorotoluene}$	$(iv)$ $\text{Electrophilic aromatic substitution}$

The most likely protonation site in the following molecule is:

Similar Questions

Compare the rates $(R_1, R_2, R_3)$ of the following solvolysis reactions in ethanol $(EtOH)$:

The product is:

The major product $A$ obtained in the above reaction is:

In which of the following reactions is a carbanion $NOT$ formed as an intermediate?

Vedclass Test Series

Exam Paper Generator

Online Exam Module