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494119

Sigma-Aldrich

Deoxo-Fluor

Synonym(s):

Bis(2-methoxyethyl)aminosulfur trifluoride

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About This Item

Linear Formula:
(CH3OCH2CH2)2NSF3
CAS Number:
202289-38-1
Molecular Weight:
221.24
MDL number:
MFCD01321415
UNSPSC Code:
12352101
PubChem Substance ID:
24872877

density

1.2 g/mL at 25 °C (lit.)

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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Other Notes

For a review of recent work on nucleophilic fluorination of organic compounds with Deoxo-Fluor and DAST, see Synthesis, 2002, 17, 2561.
One flask conversion of carboxylic acids to amides via the intermediacy of acyl fluorides.

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Signal Word

Danger

Hazard Statements

H261,H301 + H331,H314

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1A - Water-react 2

Supplementary Hazards

EUH014,EUH029

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBM4019V
MKBK2063V
MKBD8252V
MKBH0326V
MKBD8252

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Synthesis, 2561-2561 (2002)
Jonathan M White et al.
The Journal of organic chemistry, 69(7), 2573-2576 (2004-03-31)
The use of the Deoxo-Fluor reagent is a versatile method for acyl fluoride generation and subsequent one-flask amide coupling. It provides mild conditions and facile purification of the desired products in good to excellent yields. We have explored the utility

Articles

Bis(2-methoxyethyl)aminosulfur Trifluoride (Deoxo-Fluor®)

This technical article discusses Bis(2-methoxyethyl)aminosulfur Trifluoride (Deoxo-Fluor®).

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