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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Quality Level
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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Petr Klán et al.
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
D J Sequeira et al.
Biochimica et biophysica acta, 1207(2), 179-186 (1994-08-17)
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
Andrea Ciani et al.
Chemosphere, 61(10), 1410-1418 (2005-07-12)
The kinetics of direct photochemical transformations of organic compounds in light absorbing and scattering media has been sparsely investigated. This is mostly due to the experimental difficulties to assess the major parameters: light intensity in porous media, the reaction quantum
Kimitaka Minami et al.
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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