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Merck

103543

Sigma-Aldrich

4-Nitroanisole

97%

Sinónimos:

1-Methoxy-4-nitrobenzene

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About This Item

Fórmula lineal:
O2NC6H4OCH3
Número de CAS:
Peso molecular:
153.14
Beilstein/REAXYS Number:
1865361
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39032065
PubChem Substance ID:
NACRES:
NA.22
form:
solid
assay:
97%

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.

pictograms

Health hazard

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_germany

WGK 1

flash_point_f

266.0 °F - closed cup

flash_point_c

130 °C - closed cup

ppe

Eyeshields, Gloves


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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
S F Simoni et al.
Journal of contaminant hydrology, 50(1-2), 99-120 (2001-07-28)
Microbial degradation rates in the subsurface are not only limited by the physiological capacity of the organisms, but also by inefficient supply of nutrients to the microbes. Although mass transfer limitation of biodegradation in the subsurface has been postulated for
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
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
H V Gelboin et al.
Chemical research in toxicology, 9(6), 1023-1030 (1996-09-01)
A panel of 17 hybridomas producing (MAbs) against human cytochrome P450 2E1 (h2E1) was generated by immunizing mice with baculovirus-expressed h2E1. All 17 hybridoma clones gave positive ELISA or immunoblots with either baculovirus-or vaccinia virus-expressed h2E1. Two of the latter

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