248215
(Dimethylamino)sulfur trifluoride
≥95%
Synonym(s):
Methyl DAST
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About This Item
Linear Formula:
(CH3)2NSF3
CAS Number:
Molecular Weight:
133.14
PubChem Substance ID:
UNSPSC Code:
12352101
Beilstein/REAXYS Number:
1901089
MDL number:
assay
≥95%
form
liquid
bp
117.5 °C (lit.)
mp
−78.7 °C (lit.)
density
1.364 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
CN(C)S(F)(F)F
InChI
1S/C2H6F3NS/c1-6(2)7(3,4)5/h1-2H3
InChI key
SAVQQRYWWAGSQW-UHFFFAOYSA-N
Application
Fluorinating Agent used in the fluorination of compounds such as
- Alchols, aldehydes and ketones
- Fluorinated Podophyllotoxin derivatives
- Protected glycosyl fluorides from thioglycosides
signalword
Danger
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
48.2 °F - closed cup
flash_point_c
9 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Synthesis of new fluorinated podophyllotoxin derivatives
He, X. Y.; Yi, T.; Wang, Y. G.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 15, 131-134 (2004)
Reaction of aminosulfur trifluorides with alcohols: inversion vs. retention
Shellhamer, D. F.; et al.
Journal of the Chemical Society, 5, 973-977 (1996)
Katsuhiko Suzuki et al.
Carbohydrate research, 359, 81-91 (2012-08-29)
The direct conversion of thioglycosides to glycosyl fluorides frequently used in oligosaccharide synthesis was examined using N,N-diethylaminosulfur trifluoride (DAST). Although the reaction proceeded without N-bromosuccinimide (NBS), in some cases it was found that the electrophilicity of the Vilsmeier-type electrophilic sulfinium