Why are aryl and vinyl beta eliminations rare.

Expert Solution

An Aryl cation is a carbocation where electron deficient carbon is one of the part of an aromatic ring which is bonded to 2 groups.

It forms nonoptimal geometry and hybridization instead of linear geometry because of huge strain in the 6 membered benzene ring and have very high energy.

The electron withdrawing polar effect double bond ring destabilise an aryl cation. So cannot undergo beta elimination frequently.

Vinyl cation is a carbocation where electron deficient carbon is one of the part of an double bond which is bonded to 2 groups i.e. R group and other carbon of double bond.

Geometry of carbon is linear and sp hybridized. These are less stable compared to that of alkyl cations. This is due to sp hybridization which has high energy compared to sp2 hybridization of alkyl cations.

The electron withdrawing polar effect double bond ring destabilise an vinyl cation. So cannot undergo beta elimination frequently.

queen_honey_blossom answered 1 year ago

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