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![[Post New]](/templates/default/images/icon_minipost_new.gif) 22 Apr 2008 13:34:46 IST
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PLS SEE TIS : Stability of the carbocation increases with the number of alkyl groups bonded to the charge-bearing carbon. Tertiary carbocations are more stable (and form more readily) than secondary carbocations; primary carbocations are highly unstable because, while ionized higher-order carbons are stabilized by Hyperconjugation, unsubstituted (primary) carbons are not. Therefore, reactions such as the SN1 reaction and the E1 elimination reaction normally do not occur if a primary carbocation would be formed. An exception to this occurs when there is a carbon-carbon double bond next to the ionized carbon. Such cations as allyl cation CH2=CH-CH2+ and benzyl cation C6H5-CH2+ are more stable than most other carbocations. Molecules which can form allyl or benzyl carbocations are especially reactive.
the stability of a cation is influenced by the electronegativity of the atom bearing the positive charge. The more electronegative the atom the less stable the cation. A vinylic carbocation carries the positive charge on an sp carbon, which is more electronegative than an sp2 carbon of an alkyl carbocation.Therefore a primary vinylic carbocation is less stable than a primary alkyl carbocation.
also : Carbocation Stability | CH3(+) | ? | RCH=CH(+) | < | RCH2(+) | ? | RCH=CR(+) | < | R2CH(+) | ? | CH2=CH-CH2(+) | < | C6H5CH2(+) | ? | R3C(+) | | Methyl |
| 1º-Vinyl |
| 1º |
| 2º-Vinyl |
| 2º |
| 1º-Allyl |
| 1º-Benzyl |
| 3º |
SOURCE : wikipedia , web.chem.ucla.edu/~harding/tutorials/cc.pdf , http://www.cem.msu.edu/~reusch/VirtualText/special1.htm
pls evry 1 giv ur views .............
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