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248215

Sigma-Aldrich

(Dimethylamino)sulfur trifluoride

≥95%

Synonym(s):

Methyl DAST

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About This Item

Linear Formula:
(CH3)2NSF3
CAS Number:
3880-03-3
Molecular Weight:
133.14
Beilstein/REAXYS Number:
1901089
MDL number:
MFCD00009900
UNSPSC Code:
12352101
PubChem Substance ID:
24854921

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

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Application

Fluorinating Agent used in the fluorination of compounds such as
  • Alchols, aldehydes and ketones[1]
  • Fluorinated Podophyllotoxin derivatives[2]
  • Protected glycosyl fluorides from thioglycosides[3]

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_germany

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBG5348V
SHBC6046V
SHBB5562V
83158V
83158

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Reaction of aminosulfur trifluorides with alcohols: inversion vs. retention
Shellhamer, D. F.; et al.
Journal of the Chemical Society, 5, 973-977 (1996)
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)
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

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