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
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39032065
UNSPSC Code:
12352100
EC Number:
202-825-3
MDL number:
Beilstein/REAXYS Number:
1865361
Product Name
4-Nitroanisole, 97%
InChI key
BNUHAJGCKIQFGE-UHFFFAOYSA-N
InChI
1S/C7H7NO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3
SMILES string
COc1ccc(cc1)[N+]([O-])=O
assay
97%
form
solid
density
1.233 g/mL at 25 °C (lit.)
functional group
nitro
Quality Level
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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.
General description
4-Nitroanisole undergoes photochemical nucleophilic aromatic substitution by hydroxide ion to form 4-methoxyphenol and 4-nitrophenol.
signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 3 - Carc. 2
Storage Class
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
ppe
Eyeshields, Gloves
Regulatory Information
危险化学品
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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
Vadim Samoilov et al.
Molecules (Basel, Switzerland), 25(7) (2020-04-15)
In this study approaches for chemical conversions of the renewable compounds 1,2-propanediol (1,2-PD) and 2,3-butanediol (2,3-BD) that yield the corresponding cyclic ketals and glycol ethers have been investigated experimentally. The characterization of the obtained products as potential green solvents and
M S Romero-Cano et al.
Journal of controlled release : official journal of the Controlled Release Society, 82(1), 127-135 (2002-07-11)
The controlled release of 4-nitroanisole from polylactide nanoparticles with different morphologies is reported. Two theoretical equations have been used in an attempt to fit the experimental results. Good agreement between theory and experiment was found for short release time. The
Song Chen et al.
Journal of economic entomology, 98(3), 943-946 (2005-07-19)
Cytochrome P450 monooxygenases are a major metabolic mechanism responsible for pyrethroid resistance in Helicoverpa armigera (Hübner) from Asia. Cytochrome P450-mediated O-demethylation activity toward p-nitroanisole (PNOD) of individual fourth instars was determined in five strains of H. armigera by using a
H V Gelboin et al.
Biochemical pharmacology, 50(11), 1841-1850 (1995-11-27)
Cytochromes P450 3A3/4 are inordinately important P450 enzymes catalyzing the metabolism of a large variety of clinically useful drugs, steroids, and carcinogens. Two monoclonal antibodies, MAb 3-29-9 and MAb 275-1-2, were prepared to human P450 3A4 from mice immunized with
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