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Merck
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Documenti fondamentali

103543

Sigma-Aldrich

4-Nitroanisole

97%

Sinonimo/i:

1-Methoxy-4-nitrobenzene

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About This Item

Formula condensata:
O2NC6H4OCH3
Numero CAS:
Peso molecolare:
153.14
Beilstein:
1865361
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
eCl@ss:
39032065
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

97%

Stato

solid

Densità

1.233 g/mL at 25 °C (lit.)

Gruppo funzionale

nitro

Stringa SMILE

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

InChI

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

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Descrizione generale

4-Nitroanisole undergoes photochemical nucleophilic aromatic substitution by hydroxide ion to form 4-methoxyphenol and 4-nitrophenol.

Applicazioni

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.

Azioni biochim/fisiol

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

Pittogrammi

Health hazard

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Aquatic Chronic 3 - Carc. 2

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

266.0 °F - closed cup

Punto d’infiammabilità (°C)

130 °C - closed cup

Dispositivi di protezione individuale

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
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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