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Intramolecular Aldol Condensation

A carbonyl co...

Question

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 structure of the carbonyl compound P, is

A

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B

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C

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D

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Solution

The correct option is B

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The structure of the 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 intramolecular aldol reaction to give predominantly S.

The structure of the carbonyl compound P is:

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

P = 1. M e M g B r - --------------- \to 2. H^{+}, H_{2} O 3. H_{2} S O_{4} / h e a t Q 2. O_{3} / Z n - H_{2} O - -------- \to R O H^{-} - -- \to h e a t S

The structure of the carbonyl compound P, is

Q. A carbonyl compound P (from i-iii), which gives positive iodoform test, undergoes 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.

2. Product S is :

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:

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

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