JEE Advance - Chemistry (2009 - Paper 1 Offline - No. 20)

Match each of the compounds in Column I with its characteristic reaction(s) in Column II.

	Column I		Column II
(A)	$$C{H_3}C{H_2}C{H_2}CN$$	(P)	Reduction with $$Pd - C/{H_2}$$
(B)	$$C{H_3}C{H_2}OCOC{H_3}$$	(Q)	Reduction with $$SnC{l_2}/HCl$$
(C)	$$C{H_3} - CH = CH - C{H_2}OH$$	(R)	Development of foul smell on treatment with chloroform and alcoholic KOH
(D)	$$C{H_3}C{H_2}C{H_2}C{H_2}N{H_2}$$	(S)	Reduction with diisobutylaluminium hydride (DIBAL-H)
		(T)	Alkaline hydrolysis

$$\mathrm{(A)\to(P),(Q),(S),(T);(B)\to(Q),(T);(C)\to(P);(D)\to(S)}$$

$$\mathrm{(A)\to(Q), (R), (S),(T);(B)\to(S),(T);(C)\to(P);(D)\to(R)}$$

$$\mathrm{(A)\to(P),(R),(S),(T);(B)\to(S),(T);(C)\to(P);(D)\to(R), (T)}$$

$$\mathrm{(A)\to(P),(Q),(S),(T);(B)\to(S),(T);(C)\to(P);(D)\to(R)}$$

(A) IIT-JEE 2009 Paper 1 Offline Chemistry - Compounds Containing Nitrogen Question 10 English Explanation 1

(B) Reaction with DIBAL-H and alkaline hydrolysis:

IIT-JEE 2009 Paper 1 Offline Chemistry - Compounds Containing Nitrogen Question 10 English Explanation 2

$$C{H_3} - CH = CH - C{H_2}OH\buildrel {Pd - C/C{H_2}} \over \longrightarrow C{H_3} - C{H_2} - C{H_2} - C{H_2}OH$$

(D) Foul smell on treatment with $$CHC{l_3} + KOH$$:

$$RN{H_2}\buildrel {CHC{l_3} + KOH} \over \longrightarrow \mathop {RNC}\limits_{Foul\,smell} + KCl + {H_2}O$$