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Merck
CN

719447

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
NACRES:
NA.22
PubChem Substance ID:
329763650
UNSPSC Code:
12352101
MDL number:
MFCD15144878

Key Documents

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InChI

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

SMILES string

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

InChI key

SOCYGFRGCVLCSU-UHFFFAOYSA-N

form

solid

mp

117-126 °C

functional group

ether

storage temp.

−20°C

Quality Level

100

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV1903
MKCR3749
MKCP3872
MKCM7324
MKCH9847

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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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