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A carbonyl compound (P) which gives posi...

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 intramolecular aldol reaction to give predominantly (S).
`Poverset(1. MeMgBr)underset{:(2.H^(+)","H_(2)O),(3.H_(2)SO_(4)","Delta):}rarr Q underset(2. Zn"," H_(2)O)overset(1. O_(3))rarr R underset(2. Delta)overset(1. OH^(-))rarr S`
The structure of the carbonyl compound (P) is:

A

B

C

D

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The correct Answer is:
B
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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 intramolecular aldol reaction to give predominantly S. The structure of the carbonyl compound P is

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 intramolecular aldol reaction to give predominantly S. P underset(underset(3.H_(2)SO_(4),Delta)(2. H^(+), H_(2)O))overset(1."MeMgBr")(rarr) "Q " underset(2.Zn,H_(2)O)overset(1.O_(3))(rarr)" R "underset(2.Delta)overset(1. OH^(-))(rarr) S

Knowledge Check

  • 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 undergors intramolecular aldol reaction to give predominantly (S). Poverset(1. MeMgBr)underset{:(2.H^(+)","H_(2)O),(3.H_(2)SO_(4)","Delta):}rarr Q underset(2. Zn"," H_(2)O)overset(1. O_(3))rarr R underset(2. Delta)overset(1. OH^(-))rarr S The structure of product (S) is:

    A
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  • 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 undergors intramolecular aldol reaction to give predominantly (S). Poverset(1. MeMgBr)underset{:(2.H^(+)","H_(2)O),(3.H_(2)SO_(4)","Delta):}rarr Q underset(2. Zn"," H_(2)O)overset(1. O_(3))rarr R underset(2. Delta)overset(1. OH^(-))rarr S The structure of products (Q) and (R ), respectively, are:

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    A
    B
    C
    D

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