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An organic compound (A) , C(4)H(8)Cl(2) ...

An organic compound (A) , `C_(4)H_(8)Cl_(2)` on hydrolysis forms another compound (B) , `C_(4)H_(8)O`.
If all possible structures of (B) visualised above in (a) and (b) are treated with Zn - Hg/HCl , what are the products ?

Text Solution

Verified by Experts

If (B) does not give iodoform test , it can be an aldehyde.
Hence (B) may be : `CH_(3)CH_(2)CH_(2)CHO "or" CH_(3)underset(CH_(3))underset(|)CH-CHO`
Accordingly (A) will be : `CH_(3)CH_(2)CH_(2)underset(Cl)underset(|)CH-Cl underset(KOH)overset(aq.)toCH_(3)CH_(2)CH_(2)CHO`
or `(CH_(3))_(2)CH-underset(Cl)underset(|)CH-Cl underset(KOH)overset(aq.)to(CH_(3))_(2)CH- CHO`
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