April 19, 2024, 01:41:35 PM
Forum Rules: Read This Before Posting


Topic: Reaction between sucrose and halohydrin  (Read 1792 times)

0 Members and 1 Guest are viewing this topic.

Offline curiouscat

  • Chemist
  • Sr. Member
  • *
  • Posts: 3006
  • Mole Snacks: +121/-35
Reaction between sucrose and halohydrin
« 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.

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Re: Reaction between sucrose and halohydrin
« Reply #1 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.
My research: Google Scholar and Researchgate

Offline curiouscat

  • Chemist
  • Sr. Member
  • *
  • Posts: 3006
  • Mole Snacks: +121/-35
Re: Reaction between sucrose and halohydrin
« Reply #2 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.

Sponsored Links