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Topic: Reactions with Base BOH: Is [B+] or [OH-] more relevant for kinetics?  (Read 2149 times)

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Offline curiouscat

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[*]C(Cl)C(O)[*]>>[*]C1OC1[*]

This class of reactions seems commonly carried out with NaOH or KOH and less commonly Ca(OH)2.

I was wondering what'd the kinetics look like? More specifically would [Na+] / [Ca+2]  etc. be more relevant or [OH-]?
Or both? Any ideas how to approach this?

Maybe the question only makes sense for the sparingly soluble bases; eg. Ca(OH)2?

PS. Chirality unintended in my drawing.

Online Hunter2

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Re: Reactions with Base BOH: Is [B+] or [OH-] more relevant for kinetics?
« Reply #1 on: January 22, 2013, 06:25:36 AM »
The OH- is the agent what is necessary. It is an intramolecular Sn2 reaction.

http://en.wikipedia.org/wiki/Epoxide

Offline curiouscat

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Re: Reactions with Base BOH: Is [B+] or [OH-] more relevant for kinetics?
« Reply #2 on: January 22, 2013, 06:37:59 AM »
The OH- is the agent what is necessary. It is an intramolecular Sn2 reaction.

http://en.wikipedia.org/wiki/Epoxide

Thanks! I didn't realize the SN2 part.

I guess I'll use this model then:

Rate = k[Halohydrin][OH-]


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