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159697

Sigma-Aldrich

4-Nitroazobenzene

technical grade, 90%

Synonym(s):

NAB

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About This Item

Linear Formula:
C6H5N=NC6H4NO2
CAS Number:
Molecular Weight:
227.22
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:

grade

technical grade

Assay

90%

form

powder

mp

132-134 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[O-][N+](=O)c1ccc(cc1)\N=N\c2ccccc2

InChI

1S/C12H9N3O2/c16-15(17)12-8-6-11(7-9-12)14-13-10-4-2-1-3-5-10/h1-9H/b14-13+

InChI key

TZTDJBMGPQLSLI-BUHFOSPRSA-N

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Rômulo A Ando et al.
The journal of physical chemistry. A, 111(51), 13452-13456 (2007-12-07)
The deprotonation of the push-pull molecule 4-hydroxy-4'-nitroazobenzene leads to a substantial variation in the charge distribution over the donor and acceptor moieties in the D-pi-azo-pi-A system. The extra charge stabilizes the excited state, leading to a drastic red shift of
Fang Gao et al.
Journal of fluorescence, 19(3), 533-544 (2008-11-20)
Novel nitro-azobenzene dyes bearing one or two benzophenone branches were proposed and synthesized to improve their photophysical and photochemical properties. The new dyes exhibited double UV/visible bands, and they displayed weak fluorescence emission as excited at 350 nm. Single crystal
Franklin Anariba et al.
Analytical chemistry, 78(9), 3104-3112 (2006-04-29)
Mono- and multilayers of nitroazobenzene (NAB), azobenzene (AB), nitrobiphenyl (NBP), biphenyl (BP), and fluorene (FL) were covalently bonded to flat pyrolyzed photoresist films (PPF) by electrochemical reduction of their diazonium derivatives. The structure and orientation of the molecular layers were
Y Hashimoto et al.
Gan, 72(6), 921-929 (1981-12-01)
The mutagenicities of 4-aminoazobenzene (AAB), N-hydroxy-4-aminoazobenzene, 4-nitroazobenzene, and their 2-, 3-, 4'-methoxyl and 2,5-dimethoxyl derivatives, and 2- and 3-methoxy-4-nitrosoazobenzene were examined on Salmonella typhimurium TA98 and TA100. The activities of AAB dyes upon S-9 metabolic activation were related to their

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