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236284

Sigma-Aldrich

2-Nitroanisole

≥99%

Synonym(s):

1-Methoxy-2-nitrobenzene

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100 G
$65.50

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
form:
liquid
assay:
≥99%

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Quality Level

100

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.)

functional group

nitro

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[1]. Tumorigenic potential of 2-nitroanisole has been evaluated by host-mediated in vitro and in vivo assay[2].

Application

2-Nitroanisole has been employed as solvatochromic probe to examine cybotactic region of pure and mixed supercritical fluid solvent systems[3].

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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Certificates of Analysis (COA)

Lot/Batch Number
MKBX3796V
MKBZ4523V
MKBW1983V
MKBW1982V
MKBV8168V

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Y Miura et al.
Comparative biochemistry and physiology. B, Comparative biochemistry, 100(2), 249-252 (1991-01-01)
1. The cytochrome P-450 content (0.75 +/- 0.13 nmol/mg microsomal protein) in musk shrew (suncus, Suncus murinus) liver microsomes was lower than that (1.30 +/- 0.26) in rat liver microsomes, but it is approximately the same level as in the
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
J G Hengstler et al.
Scandinavian journal of work, environment & health, 21(1), 36-42 (1995-02-01)
The aim of the study was to detect single-strand breaks in deoxyribonucleic acid (DNA) in mononuclear blood cells of fire fighters exposed to o-nitroanisole and other substances released into the environment during an accident in a chemical plant. The level
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