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Merck
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Principaux documents

103543

Sigma-Aldrich

4-Nitroanisole

97%

Synonyme(s) :

1-Methoxy-4-nitrobenzene

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About This Item

Formule linéaire :
O2NC6H4OCH3
Numéro CAS:
Poids moléculaire :
153.14
Beilstein:
1865361
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
eCl@ss :
39032065
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Essai

97%

Forme

solid

Densité

1.233 g/mL at 25 °C (lit.)

Groupe fonctionnel

nitro

Chaîne SMILES 

COc1ccc(cc1)[N+]([O-])=O

InChI

1S/C7H7NO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3

Clé InChI

BNUHAJGCKIQFGE-UHFFFAOYSA-N

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Description générale

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.

Actions biochimiques/physiologiques

4-Nitroanisole is O-demethylated to 4-nitrophenol by human liver microsomes.

Pictogrammes

Health hazard

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Aquatic Chronic 3 - Carc. 2

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

266.0 °F - closed cup

Point d'éclair (°C)

130 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves


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Consulter la Bibliothèque de documents

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
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
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
V V Shumiantseva et al.
Voprosy meditsinskoi khimii, 44(4), 369-375 (1998-12-10)
Semisynthetic flavocytochromes, obtained by covalent binding of riboflavins with cytochrome P450 2B4, were able to catalyse H2O2-supported aniline p-hydroxylation, amidopyrine N-demethylation and p-nitroanisole O-dealkylation. Rates of these reactions were considerably higher than the rates of corresponding NAD(P)H-dependent reactions and comparable
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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