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The Cannizaro Reaction

Compounds P a...

Question

Compounds P and R upon ozonolysis produce Q and S, respectively. The molecular formula of Q and S is $C_{8} H_{8} O$ . Q undergoes Cannizzaro reaction but not haloform reaction, whereas S undergoes haloform reaction but not Cannizzaro reaction.

(i) $P i) O_{3} / C H_{2} C l_{2} - -------- \to i i) Z n / H_{2} O Q (C_{8} H_{8} O)$
(ii) $R i) O_{3} / C H_{2} C l_{2} - -------- \to i i) Z n / H_{2} O S (C_{8} H_{8} O)$

The option(s) with suitable combination of P and R, respectively, is(are):

A

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B

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C

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D

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Solution

The correct options are
A
B

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Q. Compounds P and R upon ozonolysis produce Q and S, respectively. The molecular formula of Q and S is

C_{8} H_{8} O

. Q undergoes Cannizzaro reaction but not haloform reaction, whereas S undergoes haloform reaction but not Cannizzaro reaction.

(i)

P i) O_{3} / C H_{2} C l_{2} - -------- \to i i) Z n / H_{2} O Q (C_{8} H_{8} O)

R i) O_{3} / C H_{2} C l_{2} - -------- \to i i) Z n / H_{2} O S (C_{8} H_{8} O)

The option(s) with suitable combination of P and R, respectively, is(are):

Q. A carbonyl compound P (from i-iii), which gives positive iodoform test, undergoes reaction with MeMgBr followed by dehydration to give an olefin Q. Ozonolysis of Q leads to a dicarbonyl compound R, which undergoes intramolecular aldol reaction to give predominantly S.

1.The structure of Q and R are respectively:

KI in acetone, undergoes $S n_{1}$ reaction with each of P, Q, R and S. The rates of the reaction vary as:

Q. A carbonyl compound P, which gives positive iodoform test, undergoes reaction with MeMgBr followed by dehydration to give an olefin Q. Ozonolysis of Q leads to a dicarbonyl compound R, which undergoes intra-molecular aldol reaction to give predominantly S.

The structures of the products S, is

A carbonyl compound P ( from above given i-iii), which gives positive iodoform test, undergoes reaction woth

M e M g B r

followed by dehydration to give an olefin Q. Ozonolysis of Q leads to a dicarbonyl compound R, which undergoes intramolecular aldol reaction to give predominantly S.

P i . M e M g B r - ------ \to i i . H^{+}, H_{2} O H_{2} S O_{4} - --- \to Δ Q i . O_{3} - ------ \to i i . Z n - H_{2} O R O H^{-} - -- \to Δ S

The structure of Q and R are respectively:

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The Cannizaro Reaction

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