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Author Topic: Reaction between sucrose and halohydrin  (Read 265 times)

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curiouscat

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Reaction between sucrose and halohydrin
« on: February 24, 2013, 09:49:23 PM »

Would one expect any sort of reaction between aqueous Sucrose (C12H22O11) and the following molecule: c1ccccc1C(O)C[Cl]

Context is, sugar is a potential solublizing agent for a reaction containing the haloydrin drawn above. Wanted to investigate if there is a likely interaction (I'm hoping not!)

A search of the usual reaction databases yielded nothing.
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Dan

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Re: Reaction between sucrose and halohydrin
« Reply #1 on: February 24, 2013, 10:14:46 PM »

I would not expect a reaction in the absence of a catalyst.

To be sure, you could dissolve the halohydrin and some sucrose in D2O and monitor the composition of the mixture by NMR for a day or two.
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curiouscat

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Re: Reaction between sucrose and halohydrin
« Reply #2 on: February 24, 2013, 10:26:20 PM »

To be sure, you could dissolve the halohydrin and some sucrose in D2O and monitor the composition of the mixture by NMR for a day or two.

Thanks Dan! That's a good idea. I'll see if I can get the  wheels rolling for an NMR run. Although, I can monitor the halo-H on GC too; that might be simpler.
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