Question

Match the compounds given in List I with their characteristic reactions given in List II. Select the correct option:

List I	List II
(Compounds)	(Reactions)
(a) $C{H}_3(C{H}_2{)}_{3}N{H}_2$	(i) Alkaline hydrolysis
(b) $C{H}_{3}C\equiv CH$	(ii) With $KOH$ (alcohol) and $CHC{l}_3$ produces bad smell
(c) $C{H}_{3}C{H}_{2}COOC{H}_3$	(iii) Gives white ppt. with ammoniacal $AgN{O}_3$
(d) $C{H}_{3}CH\left(OH\right)C{H}_3$	(iv) With Lucas reagent cloudiness appears after 5 minutes

• A. a-(ii), b - (i), c - (iv), d- (iii)
• B. a - (iii), b - (ii), c - (i), d - (iv)
• C. a - (ii), b - (iii), c - (i), d - (iv)
• D. a - (iv), b - (ii), c - (iii), d - (i)

Answer 1

Answer: (C)

a - (ii), b - (iii), c - (i), d - (iv)

(a) $C{H}_3(C{H}_2{)}_{3}N{H}_2$ with KOH (alcohol) and $CHC{l}_3$ produces bad smell. The bad smell is due to the formation of isocyanide.
$C{H}_{3}C{H}_{2}C{H}_{2}C{H}_{2}N{H}_2\underset{CHC{l}_3}{\overset{KOH\left(alc\right)}{\to }}C{H}_{3}C{H}_{2}C{H}_{2}C{H}_{2}NC+3KCl+3H_{2}O$

(b) $C{H}_C\equiv CH$ Gives white ppt. of silver salt of propene with ammoniacal AgNO${}_3$
$C{H}_{3}CH\equiv CH+Amm.AgN{O}_3\to \underset{whiteppt}{C{H}_{3}C=\overline{C}A{g}^{+}+HN{O}_3}$

(c) $C{H}_{3}C{H}_{2}COOC{H}_3$ an ester on alkaline hydrolysis gives a mixture of methanol and propanoic acid.
$C{H}_{3}C{H}_{2}COOC{H}_3+NaOH\stackrel{Heat}{\to }C{H}_{3}C{H}_{2}COONa+C{H}_{3}OH$

(d) $C{H}_{3}CH\left(OH\right)C{H}_3$ reacts with Lucas reagent and cloudiness appears after 5 minutes .

$\underset{2^{0}alcohol}{C{H}_{3}CH\left(OH\right)C{H}_3}+HCl\stackrel{anhy.ZnC{l}_2}{\to }C{H}_3-CH\left(Cl\right)-C{H}_3+H_{2}O$
This indicates a secondary alcohol.