Ask iit jee aieee pet cbse icse state board community Discussion Response Post to: What Actually is Hyper Conjugation ? URGENT
Forum Index -> Organic Chemistry -> View Full Question Email  
Author Message
chemicaltester (440)

Scorching goIITian


chemicaltester's Avatar

total posts: 233    
Offline
Hyperconjugation is the stabilising interaction that results from the interaction of the electrons in a s-bond (usually C-H or C-C) with an adjacent empty (or partially filled) p-orbital or a p-orbital to give an extended molecular orbital that increases the stability of the system.

Based on the valence bond model of bonding, hyperconjugation is described as "double bond - no bond resonance" but it is not what l resonance,

Hyperconjugation is a factor in explaining why increasing the number of alkyl substituents on a carbocation or radical centre leads to an increase in stability.

consider methyl group involved in hyperconjugation with a carbocation centre.

the empty p orbital associated with the positive charge at the carbocation centre is in the same plane (i.e. coplanar) with one of the C-H s-bonds
This geometry means the electrons in the s-bond can be stabilised by an interaction with the empty p-orbital of the carbocation centre.

The stabilisation arises because the orbital interaction leads to the electrons being in a lower energy orbital

the C-C s-bond is free to rotate, and as it does so, each of the C-H s-bonds in turn undergoes the stabilising interaction.
So the ethyl cation has 3 C-H s-bonds that can be involved in hyperconjugation.
The more hyperconjuagtion there is, the greater the stabilisation of the system.
for example, the t-butyl cation has 9 C-H s-bonds that can be involved in hyperconjugation. Hence (CH3)3C+ is more stable than CH3CH2+
The effect is not limited to C-H s-bonds, appropriate C-C s-bonds can also be involved in hyperconjugation.


all above is what i searched from net
0 people liked this
 
Free Sign Up!

Preparing for IIT-JEE ?

Arihant Revision Package for IIT JEE - Books, Practice Tests + Rank Predictor


@ INR 1,995/-

For Quick Info

Name

Mobile No.

Sponsored Ads