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Grade: 12th pass

                        

sir say some tricks to understand the mechanism of reactions in organic chemistry (i.e inductive effect,electromeric effect,mesomeric effect, hyper conjugation ,resonance, carbocations ,carbenes ,carbanions, addition reactions, stability of bases, stearic factor? how to decide the stability of the "carbenes,carbocations,carbanions,bengly compounds " plz explain with diagrams

9 years ago

Answers : (1)

SAGAR SINGH - IIT DELHI
879 Points
							

Dear student,

We know that methyl group is electron releasing i.e. has +I inductive effect. The alkyl group attached to positively charged carbon atom tends to release electrons towards carbon. This decreases the positive charge on the carbon atom but the carbon itself is somewhat positive. As a result, the positive charge on the carbon atom gets dispersed, giving it stability. Therefore, more the number of alkyl groups, the greater will be the dispersal of charge and therefore, more stable will be the carbocation.

Thus, tertiary carbocation in which there are three alkyl groups attached to positive carbon is more stable than a secondary carbocation with two alkyl groups. Similarly, a secondary carbocation is more stable than a primary carbocation, which in turn is more stable than methyl carbocation:

stability of carbocations

Thus, the order of stability is: CH3+ < 1o < 2o < 3o

Other carbocations are benzyl carbocation, which is primary in nature but is highly stable because of resonance stabilization.

 

resonance stabilization of carbocations

Triphenyl carbocation, Ph3C+ is the most stable because of resonance stabilization among three phenyl groups.

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Askiitians Expert

Sagar Singh

B.Tech, IIT Delhi

9 years ago
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