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38078-09-0 Diethylaminosulfur Trifluoride
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Product: Views:26138078-09-0 Diethylaminosulfur Trifluoride 
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Last updated: 2024-10-01 22:27
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Details
Properties Safety Information Statements
Boiling point:30-32 °C3 mm Hg(lit.)
Density 1.22 g/mL at 25 °C(lit.)
refractive index 1.41-1.416
Flash point:75 °F
storage temp. 2-8°C
solubility Benzene, Chloroform (Slightly)
pka-4.87±0.70(Predicted)
form liquid
Specific Gravity1.220
color Colorless to Yellow to Orange
Water Solubility decomposes
Sensitive Moisture Sensitive
Merck 14,3113
BRN 1849066
Exposure limitsACGIH: TWA 2.5 mg/m3
NIOSH: IDLH 250 mg/m3
Stability:Reacts with Moisture in the Air, Reacts With Moisture In The Air, Unstable in So
InChIKeyCSJLBAMHHLJAAS-UHFFFAOYSA-N
Symbol(GHS)
GHS02,GHS05
Signal word Danger
Hazard statements H226-H242-H314
Precautionary statements P210-P280-P303+P361+P353-P305+P351+P338-P370+P378-P403+P235
Hazard Codes C,T,F
Risk Statements 10-14-20/21/22-34-5-35-40
Safety Statements 16-26-36/37/39-45
RIDADR UN 2920 8/PG 1
WGK Germany 3
F 3-10-21
Hazard Note Corrosive/Keep Cold
HazardClass 8
PackingGroup I
HS Code 29309070

 

Diethylaminosulfur trifluoride (DAST)[2] 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. A slightly thermally more stable compound is morpho-DAST.[3] 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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