(Diethylamino)sulfur trifluoride

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem SID
Reaxys RN
DAST,Sulfur Trifluoride Diethylamine Complex
Fluorinating Reagents
KUMI3F13
38078-09-0
MFCD00000363
87568332
1849066
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay(Analysis Method)
Appearance
Boiling Point
Packaging
Storage
(Diethylamino)sulfur trifluoride
C4H10F3NS
161.19
≥95%
Colorless to Yellow Liquid
30-32°C/3 mmHg
5g,10g,25g,50g,100g,500g and 1kg
Store 2-8°C(recommended)
(Diethylamino)sulfur trifluoride (DAST) is an efficient nucleophilic fluorinating reagent used for a variety of compounds including alcohols, thioethers, alkenols and cyanohydrins. It also serves as a catalyst for Friedel-Crafts allylation reaction using tertiary cyclopropyl silyl ethers and in the rearrangement of homoallylic alcohols to unsaturated aldehydes. It plays an important role for gem difluorination of ketopipecolinic acids.
New fluorinating reagents: Dialkylaminosulfur fluorides. [1]
DAST-Mediated Regioselective Anomeric Group Migration in Saccharides. [2]
DAST-mediated cyclization of α,α-disubstituted-α-acylaminoketones: efficient and divergent synthesis of unprecedented heterocycles. [3]
An improved method for the synthesis of protected glycosyl fluorides from thioglycosides using N,N-diethylaminosulfur trifluoride (DAST). [4]
References:
[1] W.J.Middleton, J. Org. Chem., 1975, 40(5), pp 574-578.
[2] P. Lin, A. Adak, S.Ueng, L.Huang, K.Huang, J. Ho, C.Lin, J.Org. Chem., 2009, 74(11), pp 4041-4048.
[3] A. Bogot, J. Blythe, C.Pandya, T.Wagner, O. Loiseleur, Org. Lett., 2010, 13(2), pp 192-195.
[4] K.Suzuki, Y.Ito, O.Kanie, Carbohydrate Research, 2012, 359, pp 81-91.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Danger
H226,H314
P210,P280
29299000
UN 2920 8(3)/PG I

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