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Question

Hyperconjugation involves overlap of the following orbitals:


A

σσ

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B

σp

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C

pp

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D

ππ

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Solution

The correct option is C

pp


What is Hyperconjugation ?

The +I effect of alkyl groups when attached to a saturated C atom is in the order: Me3C>Me2CH>CH3. But, the order is reversed when an alkyl group is attached to an unsaturated C atom [e.g., (C=C) or aromatic ring]. In this case,e1 -donating effect of alkyl group is explained by hyper-conjugation.

a. Hyper-conjugation is a general stabilizing permanent interaction. It involves delocalization of of the (CH) bond of an alkyl group directly attached to an atom with an unshared p-orbital. The σe's of the (CH) bond of the alkyl group enter into partial conjugation with the attached unsaturated system or with the unshared p orbital. For example.

HH|C|HCH=CH2HH C|H=CH..CH2

(I) (II)

HH|C H=CH..CH2H H|C|H=CH..CH2

(IV) (III)

Conjuction between σ and π orbitals

This type of delocalization leads to a situation where there is no bond between the H and C atoms of the molecule. That is why it is also known as no-bond resonance or Baker-Nathan effect or heterovalent resonance.

Alternatively, the overlap of σe s of α - (CH) bond with the adjacent πe s or vacant p orbitals is called hyper-conjugation.

From the figure, you can see that it is a σP overlap.


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