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94327

Sigma-Aldrich

Deoxo-Fluor solution

50% in THF

Synonym(s):

Bis(2-methoxyethyl)aminosulfur trifluoride solution

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About This Item

Empirical Formula (Hill Notation):
C6H14F3NO2S
CAS Number:
202289-38-1
Molecular Weight:
221.24
MDL number:
MFCD01321415
UNSPSC Code:
12352101
PubChem Substance ID:
57653598

form

liquid

concentration

50% in THF

density

1.03-1.05 g/mL at 20 °C

storage temp.

2-8°C

SMILES string

COCCN(CCOC)S(F)(F)F

InChI

1S/C6H14F3NO2S/c1-11-5-3-10(4-6-12-2)13(7,8)9/h3-6H2,1-2H3

InChI key

APOYTRAZFJURPB-UHFFFAOYSA-N

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Application

Reactant for:
  • Fluorination reactions
  • Preparation of fluorinated catechols via Umpolung based nucleophilic deoxyfluorination
  • Preparation of imidazole derivatives as CXCR3 antagonists
  • Ring expansion reactions
  • Synthesis of acyl azides from carboxylic acids
  • Aldehydes or ketones from carboxylic acids and Grignard reagents via in situ generation of Weinreb amides

Other Notes

Fluorinating agent with high thermal stability

Legal Information

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 3 - Water-react 2

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

<50.0 °F - closed cup

Flash Point(C)

< 10 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Fluorinating agent with high thermal stability.
S. Lal-Gauri et al.
The Journal of Organic Chemistry, 64, 7048-7048 (1999)
Lal et al.
The Journal of organic chemistry, 65(16), 4830-4832 (2000-08-24)
A variety of thiocarbonyl derivatives (thioketone, thioester, thioamide, dithioester, and dithiocarbamate) were converted to the corresponding gem-difluorides in excellent yields on reaction with the fluorinating agent, bis(2-methoxyethyl)aminosulfur trifluoride, in the presence of SbCl(3).
R.P. Singh, J.M. Shreeve
Journal of Fluorine Chemistry, 116, 23-23 (2002)

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