Grade 12Organic Chemistry
Which is more stable ter-butyl carbo cation or triphenyl methyl Carbo cation .?
Which is more stable ter-butyl carbo cation or triphenyl methyl Carbo cation .?
2 Answers
Umakant biswal
dear vs murthy
here , triphenyl methyl carbocations are more stable ,
reason – the +ve charge of the triphenylmethyl carbocation is distributed over a number of structure the aromaticity of phenyl group allow for many possible resonance structure and thus more potential for delocalisation of +ve charge
compared to tert butyl carbocation , the +ve charge have no place to run and hide , so, its now a nucleophile magnet , the only thing working in its favour is that its tertiary carbocation and stabilised by hyper conjugation . , which is somewhat weaker than resonance ,
HOPE IT CLEARS
REGARDS
here , triphenyl methyl carbocations are more stable ,
reason – the +ve charge of the triphenylmethyl carbocation is distributed over a number of structure the aromaticity of phenyl group allow for many possible resonance structure and thus more potential for delocalisation of +ve charge
compared to tert butyl carbocation , the +ve charge have no place to run and hide , so, its now a nucleophile magnet , the only thing working in its favour is that its tertiary carbocation and stabilised by hyper conjugation . , which is somewhat weaker than resonance ,
HOPE IT CLEARS
REGARDS
anurag more
Both phenyl and methyl groups are donors.but phenyl group show conjugation by donating a pair of elector from pi bond and show resonance.such resonance is not seen in case of methyl group as they donate by positive inductive effect.so tri phenyl methyl carbocation is more stable than tert butyl carbocation
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