Question

Arrange the compounds in order of decreasing acidity :

(1) $Cl-C H_{2}-C H_{2}-SH$

(2) $C l_{2}CH-C H_{2}-SH$

(3) $Cl-C H_{2}-C H_{2}-OH$

(4) $C H_{3}-C H_{2}-OH$

• A. $IV \, > \, III \, > \, II \, > \, I$
• B. $I \, > \, II \, > \, III \, > \, IV$
• C. $I \, > \, II \, > \, IV \, > \, III$
• D. $II \, > \, I \, > \, III \, > \, IV$

Answer 1

Answer: (D)

Thiols are more acidic than the corresponding alcohols as their conjugate base is more stable due to the presence of d-orbitals in sulphur.

Presence of electron withdrawing groups will increase acidity.