JEE Main · 2019 · Shift-ImediumBOND-159

The correct statement among the following is:

Chemical Bonding · Class 11 · JEE Main Previous Year Question

Question

The correct statement among the following is:

Options
  1. a

    (SiH3)3N\mathrm{(SiH_3)_3N} is planar and less basic than (CH3)3N\mathrm{(CH_3)_3N}

  2. b

    (SiH3)3N\mathrm{(SiH_3)_3N} is pyramidal and more basic than (CH3)3N\mathrm{(CH_3)_3N}

  3. c

    (SiH3)3N\mathrm{(SiH_3)_3N} is pyramidal and less basic than (CH3)3N\mathrm{(CH_3)_3N}

  4. d

    (SiH3)3N\mathrm{(SiH_3)_3N} is planar and more basic than (CH3)3N\mathrm{(CH_3)_3N}

Correct Answera

(SiH3)3N\mathrm{(SiH_3)_3N} is planar and less basic than (CH3)3N\mathrm{(CH_3)_3N}

Detailed Solution

🧠 Compare the geometry and basicity of (SiH3)3N\mathrm{(SiH_3)_3N} vs (CH3)3N\mathrm{(CH_3)_3N} by considering pπ–dπ back-bonding.

🗺️ (CH3)3N\mathrm{(CH_3)_3N} (trimethylamine):

  • N: sp³ hybridized, pyramidal; lone pair in sp³ orbital → fully available for protonation
  • Pyramidal, good base (pKₐ of conjugate acid ≈ 9.8)

(SiH3)3N\mathrm{(SiH_3)_3N} (trisilylamine):

  • Si has empty d-orbitals; N lone pair (p-orbital) donates into Si 3d-orbitals → pπ–dπ back-bonding
  • This delocalises N's lone pair into Si–N bonds → N becomes sp² hybridized (planar molecule)
  • The lone pair is no longer concentrated on N → much less basic
  • Structure: planar (like BF₃, where back-bonding also leads to sp²)

Summary:

(SiH3)3N\mathrm{(SiH_3)_3N} is planar and less basic than (CH3)3N\mathrm{(CH_3)_3N}

⚡ C has no empty d-orbitals → no back-bonding → lone pair stays on N → pyramidal and basic.

Answer: (SiH3)3N is planar and less basic than (CH3)3N\boxed{\text{Answer: } \mathrm{(SiH_3)_3N} \text{ is planar and less basic than } \mathrm{(CH_3)_3N}}

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