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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