JEE Advance - Chemistry (2011 - Paper 2 Offline - No. 9)

The major product of the following reaction is

IIT-JEE 2011 Paper 2 Offline Chemistry - Hydrocarbons Question 8 English

a hemiacetal
an acetal
an ether
an ester

Explanation

In presence of mineral acid $\mathrm{H}^{+}$(with no water) positively charged centre is generated at second position on the ring.

IIT-JEE 2011 Paper 2 Offline Chemistry - Hydrocarbons Question 8 English Explanation 1

Since, oxygen is electronegative, it shifts pi electron towards itself generating a carbocation which attack one lone pair of electron on oxygen of alcohol.

IIT-JEE 2011 Paper 2 Offline Chemistry - Hydrocarbons Question 8 English Explanation 2

Loss of proton $\left(\mathrm{H}^{+}\right)$from oxygen generates acetal.

IIT-JEE 2011 Paper 2 Offline Chemistry - Hydrocarbons Question 8 English Explanation 3

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