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31942 Sigma-Aldrich

(Diethylamino)sulfur trifluoride

technical, packed in PTFE bottles, ≥90% (NMR)

Synonym: DAST, Diethylaminosulfur trifluoride

  • CAS Number 38078-09-0

  • Linear Formula (C2H5)2NSF3

  • Molecular Weight 161.19

  •  Beilstein/REAXYS Number 1849066

  •  EC Number 253-771-2

  •  MDL number MFCD00000363

  •  PubChem Substance ID 57648628

  •  NACRES NA.22

Purchase

Properties

Related Categories Chemical Synthesis, Fluorination, Fluorination Reagents, Synthetic Reagents
Quality Level   100
grade   technical
assay   ≥90% (NMR)
quality   packed in PTFE bottles
bp   30-32 °C/3 mmHg (lit.)
density   1.22 g/mL at 25 °C (lit.)
storage temp.   2-8°C
SMILES string   CCN(CC)S(F)(F)F
InChI   1S/C4H10F3NS/c1-3-8(4-2)9(5,6)7/h3-4H2,1-2H3
InChI key   CSJLBAMHHLJAAS-UHFFFAOYSA-N

Description

Application

• Fluorinating agent: reaction with alcohols and carbonyl compounds, Review
• Review on nucleophilic fluorination.
• Catalyst for Friedel-Crafts allylation using tertiary cyclopropyl silyl ethers and the rearrangement of homoallylic alcohols to unsaturated aldehydes.
• Early introduction of a fluoromethyl group stabilizes the epoxide during further manipulations in the synthesis of 26-fluoro-epothilone.
• Fluorinating agent for a variety of compounds, including thioethers, alkenols, and cyanohydrins.
• Reagent for gem difluorination of ketopipecolinic acids.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
EUH014
RIDADR 
UN3225 - class 4.1 - Self-reactive liquid type D (DIETHYLAMINOSULFUR TRIFLUORIDE), HI: all
WGK Germany 
WGK 3
Flash Point(F) 
73.4 °F
Flash Point(C) 
23 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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