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Key Documents

774642

Sigma-Aldrich

(Diethylamino)sulfur trifluoride solution

1.0 M in dichloromethane

Synonym(s):

DAST solution in dichloromethane

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About This Item

Empirical Formula (Hill Notation):
C4H10F3NS
CAS Number:
Molecular Weight:
161.19
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
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

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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.

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Central nervous system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

75.2 °F

Flash Point(C)

24 °C


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificates of Analysis (COA)

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Stereoselective introduction of a trifluoromethyl group into an unsaturated system
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Tetrahedron Letters, 32, 5963-5963 (1991)
Fluorination with diethylaminosulfur trifluoride and related aminofluorosulfuranes
M. Hudlicky
Org. React., 35, 513-513 (1988)
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)
Recent advances in nucleophilic fluorination reactions of organic compounds using deoxofluor and DAST Synthesis
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