Skip to Content
MilliporeSigma
All Photos(1)

Documents

774642

Sigma-Aldrich

(Diethylamino)sulfur trifluoride solution

1.0 M in dichloromethane

Synonym(s):

DAST solution in dichloromethane

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C4H10F3NS
CAS Number:
38078-09-0
Molecular Weight:
161.19
MDL number:
MFCD00000363
UNSPSC Code:
12352101
PubChem Substance ID:
329767703
NACRES:
NA.22

form

liquid

concentration

1.0 M in dichloromethane

density

1.303 g/mL at 25 °C

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

Looking for similar products? Visit Product Comparison Guide

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.

signalword

Danger

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1A - STOT SE 3

target_organs

Central nervous system

supp_hazards

EUH014

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

75.2 °F

flash_point_c

24 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

Dimethyl sulfoxide-d6 99.9 atom % D

Sigma-Aldrich

151874

Dimethyl sulfoxide-d6

Acetonitrile suitable for HPLC, gradient grade, ≥99.9%

Sigma-Aldrich

34851

Acetonitrile

Methanol suitable for HPLC, ≥99.9%

Sigma-Aldrich

34860

Methanol

Kirihara, Masayuki
Tetrahedron Letters, 47(22), 3777-3777 (2006)
Nucleic acid related compounds. 79. Efficient conversions of thioethers to a-fluoro thioethers with DAST or DAST/antimony(III) chloride
The Journal of Organic Chemistry, 58(15), 3800-3800 (1993)
Sophie Canova et al.
Organic letters, 8(10), 2091-2094 (2006-05-05)
[reaction: see text] Treatment of beta,gamma-unsaturated monoprotected 1,2-diols with diethylaminosulfur trifluoride (DAST) allows the stereoselective formation of beta,gamma-unsaturated aldehydes in good yields and with a good transfer of chirality.
Enzyme-catalyzed reactions. 16. Preparation of (S)-2-fluoronitriles
Stelzer, U.; Effenberger, F.
Tetrahedron Asymmetry, 4, 161-161 (1993)
Fluorination with diethylaminosulfur trifluoride and related aminofluorosulfuranes
M. Hudlicky
Org. React., 35, 513-513 (1988)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service