[Ahmed Abdullah]

CH3-CHCl+ should be more more stable since CH3- is connected to the positive carbon atom and CH3 is electron donating. But the positive carbon is also attached to Cl which is electron withdrawing agent. So I am not sure. Cl has lone pair so the positive charge can resonate between C and Cl atom. Can the resonance structure can suppress the instability due to electron withdrawing property of Cl?

Please help.

[AWK]

If a resonce is possible, this structure is more stable.

[Ahmed Abdullah]

Another question, does CH3-group stabilize carbocation by inductive effect or by hyperconjugation? OR by Both!

[AWK]

http://www.iupac.org/goldbook/I03021.pdf
http://www.iupac.org/goldbook/H02924.pdf

Read and answer

[Ahmed Abdullah]

http://www.iupac.org/goldbook/I03021.pdf
http://www.iupac.org/goldbook/H02924.pdf

Read and answer

Well, I understand both inductive and hyperconjugation plays a role here. But I want to know which one bears the major effect.

[Ahmed Abdullah]

http://www.iupac.org/goldbook/I03021.pdf
http://www.iupac.org/goldbook/H02924.pdf

Read and answer

Well, I understand both inductive and hyperconjugation plays a role here. But I want to know which one bears the major effect.

To illustrate the role of hyperconjugation and inductive effect in stabilizing carbocation I have devicd up an example. Suppose two carbocation N⁺H3-C⁺H2 and BeH2-C⁺H2.  N⁺H3- group is more electron withdrawing; it means it has negative inductive effect but it can stabilize the carbocation through hyperconjugation. BeH2- group is electron donating (inductive effect) but hyperconjugation is not favourable for it coz BeH2-C⁺H2 is sp2 hybridized.
Now which one would be more stable? it will provide some indication about the dominant effect ..
Thx in anticipation