Question

`C_(7)H_(14)` (A) decolourises `Br_(2)` in `CCI_(4)` and reacts with `Hg(Oac)_(2)` in THF `H_(2)O` following by reduction with `NaBH_(4)` to produce a resolvable compounds (B). (A) undergoes reductive ozonolysis to give the same compound (C) obtained by oxidation of hexan-3-ol with `KMnO_(4)` . Identify (A), (B), and (C).

Answer 1

i. One DU in (A) and reaction with `Br_(2)//CCI_(4)` suggest `(C=C)` group in (A).
ii.
iii. The formation of (C) suggests that (A) has same skeleton as in (C) with `(CH_(2)=)` group replacing O.
Possible structure of A, B, and (C) are:
i.
ii.
iii.