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Topic: Reaction of glycidol with fluoride anion  (Read 658 times)

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Offline sehling0708

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Reaction of glycidol with fluoride anion
« on: December 05, 2023, 10:37:44 AM »
Glycidol reacts with Cl- or Br- in aqueous/organic acidic solution to give 3-monochloropropanediol and 3-monobromopropanediol, respectively. There are several official methods of analysis for glycidol (AOAC, AOCS, ISO) which employ this reaction.

Would F- (fluoride anion) react in the same fashion with glycidol to give 3-monofluoropropanediol?
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Offline Hunter2

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Re: Reaction of glycidol with fluoride anion
« Reply #1 on: December 05, 2023, 11:43:35 AM »
Probably have to use HF.
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Offline rolnor

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Re: Reaction of glycidol with fluoride anion
« Reply #2 on: December 06, 2023, 05:55:35 AM »
Yes, potassium hydrogenfluoride in ethylenglycol works, you need heat also
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Offline rolnor

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Re: Reaction of glycidol with fluoride anion
« Reply #3 on: December 24, 2023, 12:12:45 PM »
I am not sure if this gives you the 1-fluoro or 2-fluro derivative, or a mixture. Probably mainly the 2-fluoro since acidic conditions are used.
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