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Topic: Radical Chirality  (Read 3148 times)

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Offline ns9908

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Radical Chirality
« on: June 14, 2009, 05:43:28 PM »
Let's say we're performing a Kolbe reaction on a certain alpha amino acid--say, valine. In this case it's a crossed-Kolbe with a large excess of NaOAc, so the product should be 2-amino, 3-methyl butane. If one stars with L-valine, the carboxyl becomes a radical, and then a methyl group. My question is this, is there chirality in radical compounds? Would the product be (R)-2-amino-3-methyl butane, or the racemate?

Offline azmanam

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Re: Radical Chirality
« Reply #1 on: June 14, 2009, 06:42:52 PM »
radicals are sp2 hybridized and therefore planar and therefore lack chirality.
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Offline ns9908

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Re: Radical Chirality
« Reply #2 on: June 15, 2009, 12:36:08 AM »
I figured as much; thanks for the help.

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