Q51E - Organic Chemistry (Mcmurry)

Question

Aromatic substitution reactions occur by the addition of an electrophile such as ${\mathbf{Br}}^{+}$  to an aromatic ring to yield an allylic carbocation intermediate, followed by loss of ${\mathbf{H}}^{+}$. Show the structure of the intermediate formed by the reaction of benzene with ${\mathbf{Br}}^{+}$ .

Step-by-Step Solution

Answer

Formation of electrophile

Formation of allylic carbocation

Step 1: Aromatic substitution

Electrophilic aromatic substitution in organic reactions is those in which an atom on the aromatic ring is replaced by an electrophile.

Step 2: Intermediate carbocation

The intermediate allylic carbocation formed in the addition of electrophile ${\mathrm{Br}}^{+}$is as follows:

Formation of allylic carbocation