103543
4-Nitroanisole
97%
Synonym(s):
1-Methoxy-4-nitrobenzene
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About This Item
Linear Formula:
O2NC6H4OCH3
CAS Number:
Molecular Weight:
153.14
Beilstein:
1865361
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39032065
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
solid
density
1.233 g/mL at 25 °C (lit.)
functional group
nitro
SMILES string
COc1ccc(cc1)[N+]([O-])=O
InChI
1S/C7H7NO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3
InChI key
BNUHAJGCKIQFGE-UHFFFAOYSA-N
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General description
4-Nitroanisole undergoes photochemical nucleophilic aromatic substitution by hydroxide ion to form 4-methoxyphenol and 4-nitrophenol.
Application
4-Nitroanisole was used as probe to determine Π* of Kamlet-Taft solvent parameters and high pressure and supercritical water in the temperature range of 16-420 °C. 4-Nitroanisole was used as carbon and energy supplement for the isolation of Rhodococcus strains.
Biochem/physiol Actions
4-Nitroanisole is O-demethylated to 4-nitrophenol by human liver microsomes.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 3 - Carc. 2
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 1
Flash Point(F)
266.0 °F - closed cup
Flash Point(C)
130 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 1(12), 1012-1016 (2003-03-29)
A temperature-sensitive photochemical nucleophilic aromatic substitution on 4-nitroanisole by a hydroxide ion in homogeneous solutions, in a two-phase system under phase-transfer catalysis conditions, and in the microwave field is reported. It was found that reaction regioselectivity dramatically changes with temperature
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The goal of this study was to examine the effect of duration of ethylbenzene exposure on cytochrome P-450-dependent activities. Male rats were treated with ethylbenzene by intraperitoneal injection for either 1 or 3 days, and microsomal preparations were examined for
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Physical chemistry chemical physics : PCCP, 8(19), 2257-2264 (2006-05-12)
Kamlet-Taft solvent parameters, pi*, of high pressure and supercritical water were determined from 16-420 degrees C based on solvatochromic measurements of 4-nitroanisole. For the measurements, an optical cell that could be used at high temperatures and pressures was developed with
A Schäfer et al.
Biodegradation, 7(3), 249-255 (1996-06-01)
Two Rhodococcus strains, R. opacus strain AS2 and R. erythropolis strain AS3, that were able to use 4-nitroanisole as the sole source of carbon and energy, were isolated from environmental samples. The first step of the degradation involved the O-demethylation
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