Hyperconjugation: Is it a Co-ordinate Bond?

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The discussion centers on the chemical phenomenon of hyperconjugation and its relationship to coordinate bonds. Hyperconjugation involves the stabilization of carbonium ions (tertiary, secondary, or primary) through the donation of electron density from pi bonds into adjacent sigma antibonds. Participants express that hyperconjugation should not be classified as a coordinate bond, as coordinate bonds typically involve a full electron pair donation between a Lewis acid and a Lewis base. The distinction is made that while both concepts involve electron donation, hyperconjugation represents a partial donation of electron density rather than a complete bond formation. Additionally, the nature of bonds in molecules like CCl4 can be ambiguous, as they may arise from different types of interactions, including radical or ionic formations. Overall, the conversation highlights the nuanced differences between hyperconjugation and coordinate bonding, emphasizing that the classification may depend on the context and specific interactions involved.
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Guys, a certain chemical phenomenon known as hyperconjugation in which carbonium ion which is tertiary or secondary or primary in nature then the pi bond formed for stabilizing effect can be defined as a co ordinate bond or not?
 
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I'm not sure I'd refer to hyperconjugation as a coordinate bond, but it probably all boils down to semantics. You're onto something, though: the ideas of hyperconjugation and coordinate bonding are similar. In both cases you have systems where electrons from a filled orbital are donated into an empty orbital. Normally, what I see referred to as coordinate bonds (like between NH3 and BH3) involve the donation of a full electron pair, whereas in hyperconjugation, only a fraction of the pi bond electron density gets donated into the adjacent sigma antibond. It's more a difference of degree than a difference of kind.
 
Karan Punjabi said:
Guys, a certain chemical phenomenon known as hyperconjugation in which carbonium ion which is tertiary or secondary or primary in nature then the pi bond formed for stabilizing effect can be defined as a co ordinate bond or not?
I agree with TeethWhitener. I don't think a hyperconjugative interaction qualifies as a bond in the first place. But you likely learned in gen chem that a coordinate (or dative) covalent bond is a bond that was formed from a 2 e- interaction between a lewis acid and a lewis base. However, if you just look at a molecule by itself, e.g. CCl4, you can't say whether the bonds are dative or not. This molecule could be made from radicals or ions. Cl- + Cl3C+ --> CCl4 but Cl. + CCl3. -->
 
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