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719447

Sigma-Aldrich

XtalFluor-M®

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Synonym(s):
Difluoro(morpholino)sulfonium tetrafluoroborate, Difluoro-4-morpholinylsulfonium tetrafluoroborate, Morpho-DAST difluorosulfinium salt, Morpholinodifluorosulfinium tetrafluoroborate
Empirical Formula (Hill Notation):
C4H8BF6NOS
CAS Number:
Molecular Weight:
242.98
MDL number:
PubChem Substance ID:

form

solid

Quality Level

mp

117-126 °C

storage temp.

−20°C

SMILES string

F[B-](F)(F)F.F\S(F)=[N+]1/CCOCC1

InChI

1S/C4H8F2NOS.BF4/c5-9(6)7-1-3-8-4-2-7;2-1(3,4)5/h1-4H2;/q+1;-1

InChI key

SOCYGFRGCVLCSU-UHFFFAOYSA-N

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1 of 4

This Item
D8022719439242144
XtalFluor-M®

719447

XtalFluor-M®

XtalFluor-E®

719439

XtalFluor-E®

form

solid

form

powder

form

solid

form

solid

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

Application

Convenient crystalline highly chemoselective deoxofluorination reagent with a broad substrate scope

Deoxofluorination reagent with a better safety profile, that doesn′t generate corrosive HF which makes it suitable for use in standard borosilicate vessels, and does not react violently with water

Reactant for:
  • Preparation of fluorodisaccharides

Legal Information

XtalFluor-M is a registered trademark of OmegaChem, Inc.

pictograms

CorrosionSkull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

supp_hazards

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Francis Beaulieu et al.
Organic letters, 11(21), 5050-5053 (2009-10-06)
Aminodifluorosulfinium tetrafluoroborate salts were found to act as efficient deoxofluorinating reagents when promoted by an exogenous fluoride source and, in most cases, exhibited greater selectivity by providing less elimination byproduct as compared to DAST and Deoxo-Fluor. Aminodifluorosulfinium tetrafluoroborates are easy
Alexandre L'heureux et al.
The Journal of organic chemistry, 75(10), 3401-3411 (2010-04-22)
Diethylaminodifluorosulfinium tetrafluoroborate (XtalFluor-E) and morpholinodifluorosulfinium tetrafluoroborate (XtalFluor-M) are crystalline fluorinating agents that are more easily handled and significantly more stable than Deoxo-Fluor, DAST, and their analogues. These reagents can be prepared in a safer and more cost-efficient manner by avoiding

Articles

This is an article regarding XtalFluor-E® and XtalFluor-M®: Convenient, Crystalline Deoxofluorination Reagents.

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