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diethylaminosulfur trifluoride : ウィキペディア英語版
diethylaminosulfur trifluoride

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Diethylaminosulfur trifluoride (DAST) is the organosulfur compound with the formula Et2NSF3. This liquid is a fluorinating reagent used for the synthesis of organofluorine compounds. The compound is colourless; older samples assume an orange colour.
==Use in organic synthesis==
DAST converts alcohols to the corresponding alkyl fluorides as well as aldehydes and unhindered ketones to geminal difluorides. Carboxylic acids react no further than the acyl fluoride (sulfur tetrafluoride effects the transformation —CO2H → —CF3). DAST is used in preference to the more classical gaseous SF4, since as a liquid it is more easily handled. Acid-labile substrates are less likely to undergo rearrangement and elimination since DAST is less prone to contamination with acids. Reaction temperatures are milder as well - alcohols typically react at -78 °C and ketones around 0 °C.

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