Paragraph: A tertiary alcohol H upon acid catalysed dehydration gives a product I . Ozonolysis of I leads to compounds J and K . Compound J upon reaction with KOH gives benzyl alcohol and a compound L , where K on

Correct answer: D. PhCHO, PhCOCH_3 and PhCOO^ - K^ + J= PhCH=O K=PhCOCH_3 L=PhCOO^ - K^ +

JEE Advanced 2008Paper 2

JEE Advanced 2008 · Paper 2 · Chemistry · Alcohols Phenols and Ethers

Paragraph: A tertiary alcohol H upon acid catalysed dehydration...

Paragraph: A tertiary alcohol

H

upon acid catalysed dehydration gives a product

I

. Ozonolysis of I leads to compounds

\mathrm{J}

and

\mathrm{K}

. Compound

\mathrm{J}

upon reaction with

\mathrm{KOH}

gives benzyl alcohol and a compound

\mathrm{L}

, where

\mathrm{K}

on reaction with

\mathrm{KOH}

gives only

M

Question: The structures of compounds

J, K

and

L

, respectively, are

A $\mathrm{PhCOCH}_3, \mathrm{PhCH}_2 \mathrm{COCH}_3$ and $\mathrm{PhCH}_2 \mathrm{COO}^{-} \mathrm{K}^{+}$
B $\mathrm{PhCHO}, \mathrm{PhCH}_2 \mathrm{CHO}$ and $\mathrm{PhCH}_2 \mathrm{COO}^{-} \mathrm{K}^{+}$
C $\mathrm{PhCOCH}_3, \mathrm{PhCH}_2 \mathrm{CHO}$ and $\mathrm{CH}_3 \mathrm{COO}^{-} \mathrm{K}^{+}$
D $\mathrm{PhCHO}, \mathrm{PhCOCH}_3$ and $\mathrm{PhCOO}^{-} \mathrm{K}^{+}$

D. $\mathrm{PhCHO}, \mathrm{PhCOCH}_3$ and $\mathrm{PhCOO}^{-} \mathrm{K}^{+}$

J=$\mathrm{PhCH}=\mathrm{O}$ K=\mathrm{PhCOCH}_3 \quad L=\mathrm{PhCOO}^{-} \mathrm{K}^{+}