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63517-29-3

63517-29-3 Structure

63517-29-3 Structure
IdentificationBack Directory
[Name]

XtalFluor-E
[CAS]

63517-29-3
[Synonyms]

XtalFluor-E
Xtalfiuor-E
XtalFluor-E(R)
triethylphosphanium
trimethyldisulfanium
tetrafluoroboranuide
1-butylpyridin-1-ium
XtalFluor-E®
ethyldiphenylsulfanium
ethynyl(phenyl)iodanium
methyldiphenylsulfanium
DAST difluorosulfinium salt
2-bromo-1-methylpyridin-1-ium
N,N-dimethylcyclopentaniminium
1-methoxy-4-phenylpyridin-1-ium
di-tert-butyl(phenyl)phosphanium
4-acetyl-3-phenylpiperazin-1-ium
3,5-dichloro-1-fluoropyridin-1-ium
1-benzyl-2,4,6-trimethylpyridin-1-ium
1-fluoro-2,4,6-trimethylpyridin-1-ium
(difluoro-λ-sulfanylidene)diethylazanium
2-(methoxycarbonyl)thiophene-3-diazonium
1-[(4-methoxyphenyl)methyl]pyridin-1-ium
4-tert-butyl-2,6-dimethyl-1-pyran-1-ylium
phenyl[2-(trimethylsilyl)ethynyl]iodanium
2,4,6-trimethyl-1-phenyl-1-pyridin-1-ylium
1-benzyl-2,6-diethyl-4-phenylpyridin-1-ium
(4-chlorophenyl)(pentafluoroethyl)iodanium
3,5-bis(trifluoromethyl)benzene-1-diazonium
1-(cyanomethyl)-2,4,6-trimethylpyridin-1-ium
2-ethyl-1,3-dimethyl-1H-1,3-benzodiazol-3-ium
2,4,6-trimethyl-1-(prop-2-en-1-yl)pyridin-1-ium
4-(difluoro--sulfanylidene)-4-morpholin-4-ylium
DiethylaMinodifluorosulfiniuM tetrafluoroborate
(dimethylamino)(methyl)oxo(phenyl)--sulfanylium
iethylamino(difluoro)sulfanium,tetrafluoroborate
diethylamino(difluoro)sulfanium,tetrafluoroborate
(Diethylamino)difluorosulfonium tetrafluoroborate
1,3-bis(propan-2-yl)-4,5-dihydro-1H-imidazol-3-ium
1-propyl-2-(1,2,2,2-tetrafluoroethyl)pyridin-1-ium
2-tert-butyl-1,3-dimethyl-1H-1,3-benzodiazol-3-ium
3-(4-bromophenyl)-4-[1,3]thiazolo[3,2-a]pyridin-4-ylium
N,N-Diethyl-S,S-difluorosulfiliminium tetrafluoroborate
N,N-Diethylamino-S,S-difluorosulfinium tetrafluoroborate
1,3-dimethyl-2-(trifluoromethyl)-1H-1,3-benzodiazol-3-ium
1-(dimethyl-2H-1,3-dithiol-2-ylidene)-1-piperidin-1-ylium
1-[chloro(pyrrolidin-1-yl)methylidene]-1-pyrrolidin-1-ylium
N-(Difluoro-λ4-sulfanylidene)-N-ethyl-ethanaminium tetrafluoroborate
[(dimethylamino)[(2-oxo-1,2-dihydropyridin-1-yl)oxy]methylidene]dimethylazanium
[EINECS(EC#)]

687-130-7
[Molecular Formula]

C4H10BF6NS
[MDL Number]

MFCD15144877
[MOL File]

63517-29-3.mol
[Molecular Weight]

228.995
Chemical PropertiesBack Directory
[Melting point ]

84-87℃
[storage temp. ]

-20°C
[form ]

solid
[Appearance]

Off-white to light brown Solid
[InChI]

InChI=1S/C4H10F2NS.BF4/c1-3-7(4-2)8(5)6;2-1(3,4)5/h3-4H2,1-2H3;/q+1;-1
[InChIKey]

YLNKFQWRRIXZPJ-UHFFFAOYSA-N
[SMILES]

S(F)(F)=[N+](CC)CC.[B-](F)(F)(F)F
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
[Signal word ]

Danger
[Hazard statements ]

H301+H311+H331-H314
[Precautionary statements ]

P260-P270-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
[Hazard Codes ]

T
[Risk Statements ]

23/24/25-34
[Safety Statements ]

26-36/37/39-45
[RIDADR ]

UN 2923 8/PG 3
[WGK Germany ]

3
[HazardClass ]

8, 6.1
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Eye Dam. 1
Skin Corr. 1B
Hazard InformationBack Directory
[Description]

XtalFluor-E, [Et2NSF2]BF4, is best known as a useful, versatile and inexpensive commercially available reagent for the deoxyfluorination of carbonyl compounds and alcohols. Although XtalFluor-E is commonly used in combination with an exogenous fluoride source as a deoxofluorinating reagent, it has also been widely employed in other chemical transformations such as dehydration, cyclodehydration, ring expansion, formylation, and proto-functionalization, etc.
[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
Triisopropylsilanethiol was recently reported by MacMillian and coworkers to be used as an organocatalyst, in tandem with Ir(III) specifically Aldrich product 688096, in photoredox catalysis. This approach directly couples a cyano-containing arene with an allylic sp3 C-H bond.
[Uses]

XtalFluor-E can be used as convenient crystalline highly chemoselective deoxofluorination reagent with a broad substrate scopeDeoxofluorination reagent with a better safety profile.
[References]

XtalFluor-E: A useful and versatile reagent in organic transformations
(DOI): 10.1016/j.jfluchem.2019.06.006
XtalFluorE effects the C3H sulfenylation of indoles to form di indole sulfides
(DOI): 10.1002/ejoc.202101394
Spectrum DetailBack Directory
[Spectrum Detail]

XtalFluor-E(63517-29-3)1HNMR
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