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Merck
CN

94327

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
UNSPSC Code:
12352101
PubChem Substance ID:
57653598
MDL number:
MFCD01321415

Key Documents

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Product Name

Deoxo-Fluor solution, 50% in THF

InChI

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

SMILES string

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

InChI key

APOYTRAZFJURPB-UHFFFAOYSA-N

form

liquid

concentration

50% in THF

density

1.03-1.05 g/mL at 20 °C

storage temp.

2-8°C

Quality Level

100

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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

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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

supp_hazards

EUH019

Storage Class

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

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBR6558V
BCBQ1647V
BCBP4404V
BCBM5558V
BCBK0623V

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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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