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

List – I (Compounds) (1) CH3CH2CH2CH2NH2CH_3CH_2CH_2CH_2NH_2 (2) CH3CCHCH_3C \equiv CH (3) CH3CH2COOCH3CH_3CH_2COOCH_3 (4) CH3CH(OH)CH3CH_3CH(OH)CH_3

List – II (Reactions) (i) Alkaline hydrolysis (ii) With KOH (alcohol) and CHCl3CHCl_3 produce a bad smell (iii) Gives white ppt. with ammoniacal AgNO3AgNO_3 (iv) With Lucas' reagent cloudiness appears after 5 minutes

A

(1)-(iii), (2)-(ii), (3)-(i), (4)-(iv)

B

(1)-(ii), (2)-(iii), (3)-(i), (4)-(iv)

C

(1)-(iv), (2)-(ii), (3)-(iii), (4)-(i)

D

(1)-(ii), (2)-(i), (3)-(iv), (4)-(iii)

Step-by-Step Solution

  1. CH3CH2CH2CH2NH2CH_3CH_2CH_2CH_2NH_2 (Primary Amine): Aliphatic primary amines react with chloroform (CHCl3CHCl_3) and alcoholic KOH to form isocyanides (carbylamines), which have a foul smell. This is the Carbylamine test. Matches with (ii).
  2. CH3CCHCH_3C \equiv CH (Terminal Alkyne): Terminal alkynes possess an acidic hydrogen atom. They react with ammoniacal silver nitrate (Tollens' reagent) to form a white precipitate of silver alkynide [1]. Matches with (iii).
  3. CH3CH2COOCH3CH_3CH_2COOCH_3 (Ester): Esters undergo hydrolysis in the presence of an alkali (alkaline hydrolysis or saponification) to form carboxylate salts and alcohol. Matches with (i).
  4. CH3CH(OH)CH3CH_3CH(OH)CH_3 (Secondary Alcohol): Reacts with Lucas reagent (conc. HCl and anhydrous ZnCl2ZnCl_2). Secondary alcohols produce turbidity (cloudiness) due to the formation of alkyl halide after about 5 minutes (slower than tertiary, faster than primary). Matches with (iv).

Therefore, the correct matching is (1)-(ii), (2)-(iii), (3)-(i), (4)-(iv).

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