Title: Diethylaminosulfur Trifluoride
CAS Registry Number: 38078-09-0
CAS Name: (
T-4)-(
N-Ethylethanaminato)trifluorosulfur
Synonyms: DAST
Molecular Formula: C4H10F3NS
Molecular Weight: 161.19
Percent Composition: C 29.81%, H 6.25%, F 35.36%, N 8.69%, S 19.89%
Literature References: Versatile fluorinating agent. Prepn: S. P. von Halasz, O. Glemser,
Ber. 103, 594 (1970); and fluorination of aldehydes and alcohols: W. J. Middleton,
J. Org. Chem. 40, 574 (1975). Thermal decompn study: P. A. Messina
et al., J. Fluorine Chem. 42, 137 (1989). Brief review of chemistry: K. A. Jolliffe,
Aust. J. Chem. 54, 75 (2001). Review of applications in nucleophilic fluorination reactions: M. Hudlicky,
Org. React. 25, 513-637 (1988); R. P. Singh, J. M. Shreeve,
Synthesis 2002, 2561-2578.
Properties: Pale yellow liquid, bp10 46-47°; bp12 43-44°.
nD20 1.4125. d 1.22-1.23.
Reacts violently with water.
Boiling point: bp10 46-47°; bp12 43-44°
Index of refraction: nD20 1.4125
Density: d 1.22-1.23
CAUTION: Thermally unstable. Undergoes explosion or detonation when heated to >90° (Jolliffe).
Use: Nucleophilic fluorinating reagent.