Alcohols and Ethers - Result Question 33
Passage 1
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 $L$, whereas $K$ on reaction with KOH gives only $M$.
$(2008,3 \times 4 M=12 M)$
36. The structures of compounds $J, K$ and $L$ respectively, are
(a) $PhCOCH _3, PhCH _2 COCH _3$ and $PhCH _2 COO^{-} K^{+}$
(b) $PhCHO, PhCH _2 CHO$ and $PhCOO^{-} K^{+}$
(c) $PhCOCH _3, PhCH _2 CHO$ and $CH _3 COO^{-} K^{+}$
(d) $PhCHO, PhCOCH _3$ and $PhCOO^{-} K^{+}$
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Answer:
Correct Answer: 36. (d)
Solution:
Passage 1
Compound $J$ must be benzaldehyde because it on treatment with KOH undergoing Cannizzaro’s reaction producing benzyl alcohol and pot-benzoate ( $L$ ).