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494119

Deoxo-Fluor

Name: Deoxo-Fluor
Brand: ALDRICH

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

UNSPSC Code:

12352101

PubChem Substance ID:

24872877

MDL number:

MFCD01321415

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Properties

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

Description

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.

Legal Information

pictograms

GHS02,GHS06,GHS05

signalword

Danger

Storage Class

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

ppe

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

Hazard Classifications

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

Regulatory Information

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Articles

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

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

[Bis(2-methoxyethyl)amino]sulfur trifluoride, the Deoxo-Fluor reagent: application toward one-flask transformations of carboxylic acids to amides.

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

Synthesis, 2561-2561 (2002)