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.

The most likely protonation site in the following molecule is:

Similar Questions

Heterolysis of $C-Cl$ bond produces:

In the reaction given below,the total number of atoms having $sp^2$ hybridization in the major product $P$ is. . . . .

If heterolytic and homolytic cleavage of a bond occurs,then which types of reactions occur?

In an organic reaction,explain the reactant,substrate,and products obtained. What is the mechanism of the reaction?

For the given molecule,$x$,the preferred site for the attack of the electrophile is:

Vedclass Test Series

Exam Paper Generator

Online Exam Module