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

Question

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

**List – I (Compounds)**
(1) $CH_3CH_2CH_2CH_2NH_2$
(2) $CH_3C \equiv CH$
(3) $CH_3CH_2COOCH_3$
(4) $CH_3CH(OH)CH_3$

**List – II (Reactions)**
(i) Alkaline hydrolysis
(ii) With KOH (alcohol) and $CHCl_3$ produce a bad smell
(iii) Gives white ppt. with ammoniacal $AgNO_3$
(iv) With Lucas' reagent cloudiness appears after 5 minutes

Accepted Answer

1. **$CH_3CH_2CH_2CH_2NH_2$ (Primary Amine):** Aliphatic primary amines react with chloroform ($CHCl_3$) and alcoholic KOH to form isocyanides (carbylamines), which have a foul smell. This is the **Carbylamine test**. Matches with **(ii)**.
2. **$CH_3C \equiv CH$ (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. **$CH_3CH_2COOCH_3$ (Ester):** Esters undergo hydrolysis in the presence of an alkali (alkaline hydrolysis or saponification) to form carboxylate salts and alcohol. Matches with **(i)**.
4. **$CH_3CH(OH)CH_3$ (Secondary Alcohol):** Reacts with Lucas reagent (conc. HCl and anhydrous $ZnCl_2$). 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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