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650137

Sigma-Aldrich

Benzofurazan

97%

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About This Item

Empirical Formula (Hill Notation):
C6H4N2O
CAS Number:
273-09-6
Molecular Weight:
120.11
MDL number:
MFCD00068064
UNSPSC Code:
12352100
PubChem Substance ID:
24883733
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

bp

75-85 °C/20 mmHg (lit.)

mp

47-51 °C (lit.)

SMILES string

c1ccc2nonc2c1

InChI

1S/C6H4N2O/c1-2-4-6-5(3-1)7-9-8-6/h1-4H

InChI key

AWBOSXFRPFZLOP-UHFFFAOYSA-N

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

168.8 °F - closed cup

flash_point_c

76 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW2822
MKCV3140
MKCQ2231
MKCN7344
MKCL0968

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Alex Brown et al.
The journal of physical chemistry. A, 116(1), 46-54 (2011-12-06)
General chemical strategies which provide controlled changes in the emission or absorption properties of biologically compatible fluorophores remain elusive. One strategy employed is the conversion of a fluorophore-attached alkyne (or azide) to a triazole through a copper-catalyzed azide-alkyne coupling (CuAAC)
Maki Onoda et al.
Chemical communications (Cambridge, England), (14)(14), 1848-1850 (2005-03-30)
Strong fluorescence signals were observed after the reaction of novel reagents with hydroperoxides.
Seiichi Uchiyama et al.
Analytical chemistry, 76(6), 1793-1798 (2004-03-17)
Fluorescent molecular thermometers based on polymers showing a temperature-induced phase transition and labeled with polarity-sensitive fluorescent benzofurazans are the most sensitive known. Here we show a simple and effective method for modulating the sensitive temperature ranges of fluorescent molecular thermometers
Yinghong Li et al.
Analytical chemistry, 84(15), 6877-6883 (2012-07-17)
Thiol groups play a significant role in various cellular functions. Cellular thiol concentrations can be affected by various physiological or pathological factors. A fluorescence imaging agent that can effectively and specifically image thiols in live cells through fluorescence microscopy is
Tomofumi Santa et al.
Biomedical chromatography : BMC, 23(4), 443-446 (2008-11-19)
Benzofurazan derivatization reagents, 4-[2-(N,N-dimethylamino)ethylaminosulfonyl]-7-(2-aminopentylamino)-2,1,3-benzoxadiazole (DAABD-AP) and 4-[2-(N,N-dimethylamino) ethylaminosulfonyl]-7-(2-aminobutylamino)-2,1,3-benzoxadiazole (DAABD-AB), for short-chain carboxylic acids in liquid chromatography/electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS) were synthesized. These reagents reacted with short chain carboxylic acids in the presence of the condensation reagents at 60
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