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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 (B) does not responds to iodo form test , then identify possible structures of (A) and (B).

Text Solution

Verified by Experts

`underset(C_(4)H_(8)Cl_(2))(A) overset(KOH(aq))to underset(C_(4)H_(8)O)(B)underset(I_(2))overset(NaOH)toCHI_(3)`
`rArr` (B) is a methyl ketone since it responds positively to iodoform test.
Hence (B) is `CH_(3)-overset(O)overset(||)C-CH_(2)CH_(3)`
Clearly (A) will be `CH_(3)-underset(Cl)underset(|)overset(Cl)overset(|)C-CH_(2)-CH_(3)`
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