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Three organic compounds A, B and C are non cyclic functional isomers of carbonyl compounds with molecular formula C4H8O. (a) Write the structures of the compounds A, B and C. - Chemistry (Theory)

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Question

Three organic compounds A, B and C are non cyclic functional isomers of carbonyl compounds with molecular formula C4H8O. Isomers A and C give positive Tollen’s test while compound B does not give positive Tollen’s test but gives positive iodoform test. Compounds A and B on reduction with Zn amalgam and conc. HCl give the same product.

  1. Write the structures of the compounds A, B and C.
  2. Out of the compounds A, B and C, which one will be the least reactive towards addition of HCN.
Answer in Brief

Solution

(a)  [A] = CH3CH2CH2CHO

[B] = CH3COCH2CH3

[C] = CH3CH(CH3)CHO

(b) [B] will be least reactive towards addition of HCN.

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