(A), (B) and (C) are three non-cyclic functional isomers of a carbonyl

1.	(A), (B) and (C) are three non-cyclic functional isomers of a carbonyl compound with molecular formula C4H8O. Isomers (A) and (C) give positive Tollens’ test whereas isomer (B) does not give Tollens’ test but gives positive Iodoform test. Isomers (A) and (B) on reduction with Zn(Hg)/conc. HCl give the same product (D).(a) Write the structures of (A), (B), (C) and (D).(b) Out of (A), (B) and (C) isomers, which one is least reactive towards addition of HCN ?
Answer» (a) A= CH₃CH₂CH₂CHO B = CH₃COCH₂CH₃ C= (CH₃)₂CHCHO D= CH₃CH₂CH₂CH₃ (b) B Detailed Answer : (b) (B) as ketones are less reactive towards addition of HCN than aldehydes and alkane due to higher hinderance caused by steric effect and inductive effect.

(A), (B) and (C) are three non-cyclic functional isomers of a carbonyl compound with molecular formula C4H8O. Isomers (A) and (C) give positive Tollens’ test whereas isomer (B) does not give Tollens’ test but gives positive Iodoform test. Isomers (A) and (B) on reduction with Zn(Hg)/conc. HCl give the same product (D).(a) Write the structures of (A), (B), (C) and (D).(b) Out of (A), (B) and (C) isomers, which one is least reactive towards addition of HCN ?

Answer»

(a) A= CH₃CH₂CH₂CHO

B = CH₃COCH₂CH₃

C= (CH₃)₂CHCHO

D= CH₃CH₂CH₂CH₃

(b) B

Detailed Answer :

(b) (B) as ketones are less reactive towards addition of HCN than aldehydes and alkane due to higher hinderance caused by steric effect and inductive effect.

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