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Question

Which carbene is more stable for CCl2?


A

Singlet carbenes

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B

Triplet carbenes

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C

Both (A) and (B)

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D

None Of These

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Solution

The correct option is A

Singlet carbenes


Explanation for correct option

(A) Singlet carbenes

Carbene

  • A carbene is a kind of carbon cation that lacks a formal charge, and the other valence electron is in an orthogonal nonbonding pair to the system.
  • Carbenes have both electrophilic and nucleophilic characteristics.
  • Both singlet and triplet methylene are bent-shaped sp2 hybridizations.

Singlet carbenes stability for CCl2

  • Singlet carbene is less stable than triplet carbene.
  • However, singlet carbene is more stable than triplet carbene in the case of CCl2.
  • No corresponding stabilization is possible for triplet carbine due to the unavailability of vacant orbital at carbon.
  • As a result, when the singlet carbene has a substituent containing lone pairs, it is more stable than the triplet carbene.

Explanation for incorrect options

  • Singlet carbenes is more stable for CCl2.
  • Hence all the other options (B), (C) and (D) are incorrect.

Therefore, the correct option is (A) Singlet carbenes.


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