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Topic: Why are the Bond Dissociation Energies in C-H bonds higher in..  (Read 3196 times)

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Offline dolimitless

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Why are the Bond Dissociation Energies in C-H bonds higher in less substituted alkanes?. I know the the more highly substituted free radicals are more stable, but why are the BDE in the C-H bond, say in a primary carbon, harder to break than a tertiary carbon?

Offline Sn3

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Re: Why are the Bond Dissociation Energies in C-H bonds higher in..
« Reply #1 on: March 15, 2010, 01:09:30 AM »
Think about what cations are most stable (primary, secondary or tertiary carbocations) and this should lead you in the right direction.

Offline Schrödinger

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Re: Why are the Bond Dissociation Energies in C-H bonds higher in..
« Reply #2 on: March 15, 2010, 03:34:11 AM »
Think about what cations are most stable (primary, secondary or tertiary carbocations) and this should lead you in the right direction.

Isn't that reasoning valid only if you try to remove H- or H.?
What if you try to remove H+? That leaves you with a carbanion. In that case, order in the bond enthalpies will be the opposite right?
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