Chemical Forums

Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: curiouscat on February 25, 2013, 03:49:23 AM

Title: Reaction between sucrose and halohydrin
Post by: curiouscat on February 25, 2013, 03:49:23 AM
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.
Title: Re: Reaction between sucrose and halohydrin
Post by: Dan on February 25, 2013, 04:14:46 AM
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.
Title: Re: Reaction between sucrose and halohydrin
Post by: curiouscat on February 25, 2013, 04:26:20 AM
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.