JEE Main · 2020 · Shift-ImediumGOC-093

Increasing order of basicity:

General Organic Chemistry (GOC) · Class 11 · JEE Main Previous Year Question

Question

Increasing order of basicity: image

Options
  1. a

    (v) < (iii) < (ii) < (iv) < (i)

  2. b

    (iii) < (i) < (ii) < (iv) < (v)

  3. c

    (v) < (i) < (iv) < (ii) < (iii)

  4. d

    (iii) < (iv) < (ii) < (i) < (v)

Correct Answera

(v) < (iii) < (ii) < (iv) < (i)

Detailed Solution

Step 1: Basic Strength of Anions Basicity is the tendency to donate a lone pair. It is inversely proportional to the stability of the anion.

  • (v) Cyanide: Stabilized by high EN of Nitrogen and triple bond. (Weakest base).
  • (iii) Ethynyl: spsp carbon. (Very stable).
  • (ii) Vinyl: sp2sp^2 carbon.
  • (iv) Methyl: sp3sp^3 carbon. (Strong base).
  • (i) tert-butoxide: Although Oxygen is EN, the +I+I effects and steric bulk make it a very strong base in non-polar contexts (strongest here).

Step 2: Order (v) < (iii) < (ii) < (iv) < (i).

Answer: (a)\boxed{\text{Answer: (a)}}

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