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Match each compound in List I with the reaction it characteristically shows in List II. Choose the correct matching. List I (Compounds) (1) CH3CH2CH2NH2 (2) CH3C≡CH (3) CH3CH2COOCH3 (4) CH3CH(OH)CH3 List II (Reactions) (i) undergoes alkaline hydrolysis (ii) with alcoholic KOH and CHCl3 gives a foul odour (iii) forms a white precipitate with ammoniacal AgNO3 (iv) with Lucas reagent, turbidity appears after 5 minutes

1. (iv) (ii) (iii) (i)
2. (iv) (i) (ii) (iii)
3. (ii) (iii) (i) (iv)
4. (iii) (ii) (iv) (i)

Correct answer: (ii) (iii) (i) (iv)

Solution

(1) Propylamine gives the carbylamine (foul odour) reaction with CHCl3/alc. KOH -> (ii); (2) propyne, a terminal alkyne, gives a white precipitate with ammoniacal AgNO3 -> (iii); (3) the ester undergoes alkaline hydrolysis -> (i); (4) isopropanol, a secondary alcohol, gives turbidity with Lucas reagent after ~5 min -> (iv). Order: (ii)(iii)(i)(iv).

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