COMPASSLearning
RegisterLogin

JEE Advanced · 2016 · 22 May 2016 · Paper 2 · General Organic Chemistry

WhatsApp Email
The correct order of acidity for the following compounds is
Structure I
I
Structure II
II
Structure III
III
Structure IV
IV
  1. (A)I II III IV✓ Correct
  2. (B)III I II IV
  3. (C)III IV II I
  4. (D)I III IV II

Answer: (A)

Solution

Acidity increases with stability of the conjugate base. Compound I (2,6-dihydroxybenzoic acid) has its conjugate base stabilized by intramolecular hydrogen bonding from both ortho-OH groups, making it most acidic. Compound II (2-hydroxybenzoic acid, salicylic acid) has stabilization from one ortho-OH. Compounds III and IV have meta and para OH groups respectively, which provide less stabilization. The order is I > II > III > IV.

JEE Advanced · 2016 · 22 May 2016 · Paper 2 · Single correct option

Practise more: all JEE Advanced PYQs on General Organic Chemistry →

More JEE Advanced questions on General Organic Chemistry

  1. Considering reduces an ester group to the corresponding alcohol and does not reduce a carboxylic acid group, the correct statement about the major products P, Q R and S is
    JEE Advanced 2026View solution →
  2. The number of isomeric tetraenes (NOT containing -hybridized carbon atoms) that can be formed from the following reaction sequence is ____.
    JEE Advanced 2022View solution →
  3. Among the following, the conformation that corresponds to the most stable conformation of meso-butane-2,3-diol is -
    JEE Advanced 2021View solution →
  4. Newman projections P, Q, R and S are shown below:

    Which one of the following options represents identical molecules?
    JEE Advanced 2020View solution →
  5. Which one of the following structures has the IUPAC name 3-ethynyl-2-hydroxy-4-methylhex-3-en-5-ynoic acid?
    JEE Advanced 2020View solution →
  6. With respect to the compounds I-V, choose the correct statement(s).
    JEE Advanced 2020View solution →