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Q.

(A), (B) and (C) are three non-cyclic functional isomers of a carbonyl compound with molecular formula C4H8O. Isomers (A) and (C) give positive Tollen’s Test whereas isomer (B) doesn’t give Tollen’s 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. (A), (B), (C) and (D).
b. Out of. (A), (B) & (C) which one is less reactive towards addition of HCN?

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Detailed Solution

a.
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b. (B) as ketones are less reactive than aldehydes and alkane due to higher hindrance caused by steric effect and inductive effect.

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(A), (B) and (C) are three non-cyclic functional isomers of a carbonyl compound with molecular formula C4H8O. Isomers (A) and (C) give positive Tollen’s Test whereas isomer (B) doesn’t give Tollen’s 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. (A), (B), (C) and (D).b. Out of. (A), (B) & (C) which one is less reactive towards addition of HCN?