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719447

Sigma-Aldrich

XtalFluor-M®

Synonym(s):

Difluoro(morpholino)sulfonium tetrafluoroborate, Difluoro-4-morpholinylsulfonium tetrafluoroborate, Morpho-DAST difluorosulfinium salt, Morpholinodifluorosulfinium tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C4H8BF6NOS
CAS Number:
63517-33-9
Molecular Weight:
242.98
MDL number:
MFCD15144878
UNSPSC Code:
12352101
PubChem Substance ID:
329763650
NACRES:
NA.22

form

solid

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

Related Categories

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

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

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

supp_hazards

EUH014

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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

XtalFluor-E® and XtalFluor-M®: Convenient, Crystalline Deoxofluorination Reagents

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

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