Hi, I have some genuine difficulties regarding Hyperconjugation,plaese help.

0] Does the  displacement of bond pair from c-h  to FORM C=C really occurs  or it is a way to explain the  observed properties of the molecules       [ because hyperconj. is   resonance in which of sigma electrons R displaced .]

1] Why is it that more the hyperconjugation effect more is the INDUCTIVE EFFECT of an alkyl group attached to an unsaturated carbon chain?

My logic – In the hyperconjugatives  forms  the  C-H bond pair  is transferred to C-C to form C=C bond , presence of such hyperconjugative forms  leads to the shift of electrons away from the alkyl group as net effect in the   original form . This is nothing but inductive effect.
 

2] What are the hyperconjugative forms of  a carbon anions e.g. tert.-butyl carbonium ion?       When the bond pair is displaced in carbon cations from c-h to c=c the  ion gets discharged , but when  it would happen in the carbon anion the negatively charged C we repel the b.p.  and   this will also provide a negative centre of for  electrophiles and thus , decrease the stability of the molecule ,  so , I have doubt about the formation of the double bond [c=c] , the factor that increases stability of the molecule is  the distribution of the positive charge over the H atoms of the alkyl group , is it so powerful that solely it  makes the molecule more stable as a net effect?

3] Why is the order of  stability of carbon anions ions same as the cabocations  i.e. tert.> sec.>primary>methyl ? More the inductive effect more unstable will be the ion as repulsion between the C- [minus]    & bond pair increases . So the order of stability would be primary>sec.>tert. i.e. revesrse of that of carbon cations. But if the distribution of positive charge is a powerful stabilizer then the order  would be the same as that of carbon.


Please find a file attached with an one more difficulty.

hrushikesh

3] Why is the order of  stability of carbon anions ions same as the cabocations  i.e. tert.> sec.>primary>methyl ? More the inductive effect more unstable will be the ion as repulsion between the C- [minus]    & bond pair increases . So the order of stability would be primary>sec.>tert. i.e. revesrse of that of carbon cations. But if the distribution of positive charge is a powerful stabilizer then the order  would be the same as that of carbon.

You're right that the order should be reversed.  If you look at the pKas of n-butyllithium, sec-butyllithium, and t-butyllithium you will find that the primary carbanion is slightly more stable that the secondary and the secondary is slightly more stable than the tertiary.  

The observed effect is not nearly as great as the effect with carbocations.

The take home message: hyperconjugation is a donating effect so it can't stabilize anions.

Hyperconjugation is only used when organic chemist don't have a better answer for a stereo-electronic phenomena.