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A dihaloalkane on alkaline hydrolysis pr...

A dihaloalkane on alkaline hydrolysis produces a ketone with formula `C_(3)H_(6)O`. The dihaloalkane can be

A

2, 2-dichloropropane

B

1, 1-dichloropropane

C

1, 2-dichloropropane

D

1, 3-dichloropropane

Text Solution

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The correct Answer is:
A
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A organic compound A has molecular formula C_(11)H_(14)O.A on treatment with H_(2)N-OH yields two stereoisomer B and C having moleuclar formula C_(11)H_(15)NO . B and C on treatment with concentrated H_(2)SO_(4) yield D and E. D and E are respective isomer of B and C. D on alkaline hydrolysis produces optically active amine F(C_(4)H_(11)N) . E on alkaline hydrolysis produces aniline as one product. Find out structure of organic compound A :

A organic compound A has molecular formula C_(11)H_(14)O.A on treatment with H_(2)N-OH yields two stereoisomer B and C having moleuclar formula C_(11)H_(15)NO . B and C on treatment with concentrated H_(2)SO_(4) yield D and E. D and E are respective isomer of B and C. D on alkaline hydrolysis produces optically active amine F(C_(4)H_(11)N) . E on alkaline hydrolysis produces aniline as one product. Compounds B and D are :

A organic compound A has molecular formula C_(11)H_(14)O.A on treatment with H_(2)N-OH yields two stereoisomer B and C having moleuclar formula C_(11)H_(15)NO . B and C on treatment with concentrated H_(2)SO_(4) yield D and E. D and E are respective isomer of B and C. D on alkaline hydrolysis produces optically active amine F(C_(4)H_(11)N) . E on alkaline hydrolysis produces aniline as one product. Compounds D and F are :