1.

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

Answer»

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

Solution :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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