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236284

Sigma-Aldrich

2-Nitroanisole

≥99%

Synonym(s):

1-Methoxy-2-nitrobenzene

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About This Item

Linear Formula:
O2NC6H4OCH3
CAS Number:
91-23-6
Molecular Weight:
153.14
Beilstein/REAXYS Number:
1868032
EC Number:
202-052-1
MDL number:
MFCD00007096
UNSPSC Code:
12352100
PubChem Substance ID:
24854160
NACRES:
NA.22

assay

≥99%

form

liquid

refractive index

n20/D 1.561 (lit.)

bp

273 °C (lit.)

mp

9-12 °C (lit.)

solubility

alcohol: soluble(lit.)
diethyl ether: soluble(lit.)
water: insoluble(lit.)

density

1.254 g/mL at 25 °C (lit.)

SMILES string

COc1ccccc1[N+]([O-])=O

InChI

1S/C7H7NO3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3

InChI key

CFBYEGUGFPZCNF-UHFFFAOYSA-N

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General description

2-Nitroanisole (2-methoxynitrobenzene is an industrial and environmental pollutant causing tumors of the urinary bladder in rats and mice. Tumorigenic potential of 2-nitroanisole has been evaluated by host-mediated in vitro and in vivo assay.

Application

2-Nitroanisole has been employed as solvatochromic probe to examine cybotactic region of pure and mixed supercritical fluid solvent systems.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

hcodes

H302,H350

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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T Prabhu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 83(1), 8-16 (2011-10-04)
Fourier-transform Raman and infrared spectra of 2-nitroanisole are recorded (4000-100 cm(-1)) and interpreted by comparison with respective theoretical spectra calculated using HF and DFT method. The geometrical parameters with C(S) symmetry, harmonic vibrational frequencies, infrared and Raman scattering intensities are
A Esmaeili et al.
Anticancer research, 26(6B), 4203-4212 (2007-01-05)
The host-mediated in vitro/in vivo assay system was used to evaluate the tumorigenic potential of the aromatic nitro compound 2-nitroanisole (2-NA). After intraperitoneal administration of the compound, resident macrophages were recovered by peritoneal lavage from treated and untreated mice and
Markéta Miksanová et al.
Chemical research in toxicology, 17(5), 663-671 (2004-05-18)
2-Nitroanisole (2-NA) is an important industrial pollutant and a potent carcinogen for rodents. Determining the capability of humans to metabolize 2-NA and understanding which human cytochrome P450 (P450) enzymes are involved in its activation and/or detoxification are important to assess
Marie Stiborová et al.
Interdisciplinary toxicology, 2(1), 24-27 (2009-03-01)
An aromatic amine, o-anisidine (2-methoxyaniline) and its oxidative counterpart, 2-nitroanisole (2-methoxynitrobenzene), are the industrial and environmental pollutants causing tumors of the urinary bladder in rats and mice. Both carcinogens are activated to the same proximate carcinogenic metabolite, N-(2-methoxyphenyl)hydroxylamine, which spontaneously
M J Miller et al.
Drug metabolism and disposition: the biological fate of chemicals, 13(5), 527-531 (1985-09-01)
The pharmacokinetics and metabolism of o-nitroanisole (ONA) were studied in male Fischer 344 rats. Three dose levels of [14C]ONA (5.0, 50, or 500 mg/kg) were administered orally to rats and daily excreta were analyzed for 14C. Since the highest dose
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