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C(7)H(14) (A) decolourises Br(2) in C CI...

`C_(7)H_(14)` (A) decolourises `Br_(2)` in `C CI_(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).

Text Solution

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`H_(3)C-CH_(2)-overset(OH)overset(|)(CH)-CH_(2)-CH_(2)-CH_(3)overset([O])rarrH_(3)C-CH_(2)-overset(O)overset(||)(C)-CH_(2)-CH_(2)-CH_(3)`
The compound (A) would be following alkene.
`H_(2)C=underset(H_(2)C-CH_(3))underset(|)(C)-CH_(2)-CH_(2)-CH_(3)underset((ii)Zn)overset((i)O_(3))rarrO=underset(H_(2)C-CH_(3))underset(|)(C)-CH_(2)-CH_(2)-CH_(3)`
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