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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
Pricing and availability is not currently available.

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.[1] It reacts with alcohols and secondary amines to yield alkyl nitrites and nitrosamines, respectively.[1][2] It reacts with primary amines to yield diazonium tetrafluoroborates.[2] NOBF4 is also a mild oxidant and commonly used for single electron transfer oxidation.[3][4]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX4016
MKCV1274
MKCW9770
MKCT3179
MKCR0183

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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
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
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
Shuoren Du et al.
Dalton transactions (Cambridge, England : 2003), 46(40), 13957-13965 (2017-10-04)
pH homeostasis is strictly controlled at a subcellular level. A deregulation of the intra/extra/subcellular pH environment is associated with a number of diseases and as such, the monitoring of the pH state of cells and tissues is a valuable diagnostic
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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