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Grade 12th passOrganic Chemistry

What is the stability order of the following caions
TCPM,DCPM,Cpm,Ph3C+.Ph2CH+tropylium ion.cyclopropenyl ion.
Tcpm=tricyclopropyl methyl cation

Profile image of Subhadip
6 Years agoGrade 12th pass
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1 Answer

Profile image of ROSHAN MUJEEB
6 Years ago
Tcpm is most stable becauseCH2+ has a vacant p-orbital and a very effective overlapping takes place between p-orbital and electron density of cyclopropane ,and due to this its stability is very high. There is a conjugation between the sigma bond(lone pair) and +ve charge
then DCPM due to the same reason .
then tropilyoum ion die to resonance and equivalent resonating structures
then ph3C+ due to high resonance in three rings
then ph2ch+ due to high resonance due to two rings
cycle propenyl ion is anti aromatic

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