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283088

Sigma-Aldrich

4-Methoxybenzenediazonium tetrafluoroborate

98%

Synonym(s):

4-Methoxyphenyldiazonium tetrafluoroborate, p-Anisyldiazonium tetrafluoroborate, p-Methoxybenzenediazonium fluoborate (6CI), p-Methoxybenzenediazonium fluoroborate, p-Methoxybenzenediazonium tetrafluoroborate (7CI), p-Methoxybenzenediazonium tetrafluoroborate(1-), p-Methoxyphenyldiazonium tetrafluoroborate

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About This Item

Linear Formula:
CH3OC6H4N2BF4
CAS Number:
459-64-3
Molecular Weight:
221.95
Beilstein:
3579591
EC Number:
207-296-2
MDL number:
MFCD00011897
UNSPSC Code:
12352100
PubChem Substance ID:
24856861
NACRES:
NA.22

Quality Level

200

Assay

98%

form

solid

mp

142-144 °C (lit.)

storage temp.

−20°C

SMILES string

F[B-](F)(F)F.COc1ccc(cc1)[N+]#N

InChI

1S/C7H7N2O.BF4/c1-10-7-4-2-6(9-8)3-5-7;2-1(3,4)5/h2-5H,1H3;/q+1;-1

InChI key

BYGWNWAFXUPZHI-UHFFFAOYSA-N

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General description

Interaction of 4-methoxybenzenediazonium tetrafluoroborate with synthetic DOPA-melanin and its precursors has been studied using EPR spectroscopy and spin-trapping technique.

Application

4-Methoxybenzenediazonium tetrafluoroborate has been used in the preparation of azo coupled cyclic β-enaminones.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - 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
STBK6516
STBK5957
STBJ7960
STBJ7033
STBJ3879

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Petr Simůnek et al.
Magnetic resonance in chemistry : MRC, 45(4), 330-339 (2007-03-14)
The reaction of 3-phenylaminocyclopent-2-en-1-one with 4-methyl, 4-methoxy and 4-chlorobenzenediazonium tetrafluoroborates was used to prepare the azo coupling products 3a-c. It was found that these compounds are present in both CDCl(3) solution and solid phase practically exclusively as (E)-3-phenylamino-2-(4-subst.phenyldiazenyl)cyclopent-2-en-1-ones with N--H...N
EPR and spin-trapping investigation of free radicals from the reaction of 4-methoxybenzenediazonium tetrafluoroborate with melanin and melanin precursors.
Reszka KJ and Chignell CF.
Journal of the American Chemical Society, 115(17), 7752-7760 (1993)
Joerg Rappich et al.
The journal of physical chemistry. B, 110(3), 1332-1337 (2006-02-14)
The electrochemical grafting process of 4-nitrobenzene and 4-methoxybenzene (anisole) from diazonium salt solutions has been investigated in situ by monitoring the current density, the band bending, and the nonradiative surface recombination during grafting at different potentials and different concentrations of
Xiaojian Wu et al.
Nature communications, 10(1), 2672-2672 (2019-06-19)
Chemical defects that fluoresce in the shortwave infrared open exciting opportunities in deep-penetration bioimaging, chemically specific sensing, and quantum technologies. However, the atomic size of defects and the high noise of infrared detectors have posed significant challenges to the studies
Tomonari Shiraishi et al.
Nanoscale, 9(43), 16900-16907 (2017-10-28)
Single-walled carbon nanotubes (SWNTs) with local chemical modification have been recognized as a novel near infrared (NIR) photoluminescent nanomaterial due to the emergence of a new red-shifted photoluminescence (PL) with enhanced quantum yields. As a characteristic feature of the locally
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