Explain stability of alkyl groups on the basis of hyperconjugation.
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Answer:
In organic chemistry, hyperconjugation (or σ-conjugation) refers to the delocalization of electrons with the participation of bonds of primarily σ-character. Usually, hyperconjugation involves the interaction of the electrons in a sigma (σ) orbital (e.g. C–H or C–C) with an adjacent unpopulated non-bonding p or antibonding σ* or π* orbitals to give a pair of extended molecular orbitals. However, sometimes, low-lying antibonding σ* orbitals may also interact with filled orbitals of lone pair character (n) in what is termed 'negative hyperconjugation'.[1] Increased electron delocalization associated with hyperconjugation increases the stability of the system.[2][3] In particular, the new orbital with bonding character is stabilized, resulting in an overall stabilization of the molecule.[4] Only electrons in bonds that are in the β position can have this sort of direct stabilizing effect — donating from a sigma bond on an atom to an orbital in another atom directly attached to it. However, extended versions of hyperconjugation (such as double hyperconjugation[5]) can be important as well. The Baker–Nathan effect, sometimes used synonymously for hyperconjugation,[6] is a specific application of it to certain chemical reactions or types of structures.[7]