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175064

Sigma-Aldrich

Nitrosyl tetrafluoroborate

95%

Synonym(s):

Nitrosonium tetrafluoroborate

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About This Item

Linear Formula:
NOBF4
CAS Number:
14635-75-7
Molecular Weight:
116.81
EC Number:
238-679-2
MDL number:
MFCD00011433
UNSPSC Code:
12352101
PubChem Substance ID:
24850360
NACRES:
NA.22

Assay

95%

reaction suitability

reagent type: oxidant

storage temp.

2-8°C

SMILES string

N#[O+].F[B-](F)(F)F

InChI

1S/BF4.NO/c2-1(3,4)5;1-2/q-1;+1

InChI key

KGCNVGDHOSFKFT-UHFFFAOYSA-N

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Application

Nitrosyl tetrafluoroborate is an efficient nitrosating and diazotizing agent. It reacts with alcohols and secondary amines to yield alkyl nitrites and nitrosamines, respectively. It reacts with primary amines to yield diazonium tetrafluoroborates. NOBF4 is also a mild oxidant and commonly used for single electron transfer oxidation.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Triethyloxonium tetrafluoroborate ≥97.0% (T)

Sigma-Aldrich

90520

Triethyloxonium tetrafluoroborate

Electronically regulated thermally and light-gated electron transfer from anions to naphthalenediimides.
Guha, Samit et al.
Journal of the American Chemical Society, 133(39), 15256-15259 (2011)
S Mohr et al.
The Journal of biological chemistry, 274(14), 9427-9430 (1999-03-27)
S-Nitrosylation of protein thiol groups by nitric oxide (NO) is a widely recognized protein modification. In this study we show that nitrosonium tetrafluoroborate (BF4NO), a NO+ donor, modified the thiol groups of glyceraldehyde-3-phosphate dehydrogenase (GAPDH) by S-nitrosylation and caused enzyme
J Li et al.
Biochemical and biophysical research communications, 240(2), 419-424 (1997-12-06)
The caspases are a family of at least 10 human cysteine proteases that participate in cytokine maturation and in apoptotic signal transduction and execution mechanisms. Peptidic inhibitors of these enzymes are capable of blocking cytokine maturation and apoptosis, demonstrating their
S Mohr et al.
FEBS letters, 348(3), 223-227 (1994-07-18)
Previous studies have suggested that glyceraldehyde-3-phosphate dehydrogenase (GAPDH) undergoes covalent modification of an active site thiol by a NO.-induced [32P]NAD(+)-dependent mechanism. However, the efficacy of GAPDH modification induced by various NO donors was found to be independent of spontaneous rates
Azodesilylierung?eine neue aprotische Diazotierungstechnik.
Weiss
Chemische Berichte, 117(5), 1965-1972 (1984)
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