An organic compound (X) (vapour density= 37.5) contains C (32%), H (6.66%), N (18.67%) and O (42.67%). (X), on reduction, gave a primary amine (Y) which, on treatment with HNO_(2), gave C_(2)H_(5)OH. (Y), on warming with CHCl_(3) and KOH, gave (Z). (Z) having an offensive odour, on reduction, produced C_(2)H_(5)NHCH_(3). Assign structures of (X), (Y) and (Z) .

An organic compound (X) (vapour density= 37.5) contains C (32%), H (6.

1.	An organic compound (X) (vapour density= 37.5) contains C (32%), H (6.66%), N (18.67%) and O (42.67%). (X), on reduction, gave a primary amine (Y) which, on treatment with HNO_(2), gave C_(2)H_(5)OH. (Y), on warming with CHCl_(3) and KOH, gave (Z). (Z) having an offensive odour, on reduction, produced C_(2)H_(5)NHCH_(3). Assign structures of (X), (Y) and (Z) .
Answer» Solution :For the compound (X): Moles of `C: H: N: O= (32)/(12): (6.66)/(1): (18.67)/(14): (42.67)/(16)` `=2.67: 6.66: 1.33: 2.67` `=2: 5: 1: 2` Empirical formula of (X) is `C_(2)H_(5)NO_(2)` (75) Mol wt of (X) `=2 xx 37.5=75`= empirical formula wt `therefore` the molecular formula of (X) is `C_(2)H_(5)NO_(2)`. Now, the reaction sequence may be REPRESENTED as `{:((X)overset("red")rarr,(Y),overset(CHCl_(3) and KOH)rarr,(Z)("offensive odour"),),(C_(2)HH_(5)NO_(2),"Primary amine",,darr,),(,darrHNO_(2)C_(2)H_(5)OH,,C_(2)H_(5)NHCH_(3),),(,,,("methyl ethyl amine"),):}` From the reaction sequence, we conclude that a primary amine (Y) is produced by the reduced of (X), (X) MUST be nitroethane `(C_(2)H_(5)NO_(2))` and as (Y) on treatment with `HNO_(2)` GAVE `C_(2)H_(5)OH`, (Y) must be ethylamine `(C_(2)H_(5)NH_(2))`. Further `C_(2)H_(5)NH_(2)`, on treatment with `CHCl_(3)` and KOH, gave (Z) (having an offensive odour) which on reduction gave `C_(2)H_(5)NHCH_(3)`, (Z) must be ethyl isocyanide `(C_(2)H_(5).NC)`