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A compound (A) C(5)H(10) Cl(2) on hydrol...

A compound (A) `C_(5)H_(10) Cl_(2)` on hydrolysis gives `C_(5)H_(10)O` which reacts with `NH_(2)OH`, forms iodoform but does not give Fehling test (A) is :

A

`CH_(3)-underset(Cl)underset(|)overset(Cl)overset(|)(C)-CH_(2)-CH_(2)-CH_(3)`

B

`CH_(3)CH_(2)-underset(Cl)underset(|)overset(Cl)overset(|)(C)-CH_(2)CH_(3)`

C

`CH_(3)CH_(2)CH_(2)CH_(2)overset(Cl)overset(|)(C)H-Cl`

D

`CH_(3)-overset(Cl)overset(|)(C)H-overset(Cl)overset(|)(C)H-CH_(2)CH_(3)`

Text Solution

Verified by Experts

The correct Answer is:
A

Since compound A on hydrolysis Gives `C_(5)H_(10)O`, does not reduce Fehling's solution but reacts with `NH_(2)OH` and forms iodoform, therefore, it must be a methyl ketone
`underset((A))(CH_(3)-underset(Cl)underset(|)overset(Cl)overset(|)(C)-CH_(2)CH_(2)CH_(3) overset("Hydrolysis")to underset("A methyl ketone")(CH_(3)-overset(O)overset(||)(C)-CH_(2)CH_(2)CH_(3))`.
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