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422908

Sigma-Aldrich

2-Methyl-4-nitrophenol

97%

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About This Item

Fórmula lineal:
CH3C6H3(NO2)OH
Número de CAS:
99-53-6
Peso molecular:
153.14
EC Number:
202-763-7
MDL number:
MFCD01734013
UNSPSC Code:
12352100
PubChem Substance ID:
24866464
NACRES:
NA.22

assay

97%

mp

93-98 °C (lit.)

SMILES string

Cc1cc(ccc1O)[N+]([O-])=O

InChI

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

InChI key

KDQPMQNHVQVVMR-UHFFFAOYSA-N

Categorías relacionadas

General description

2-Methyl-4-nitrophenol is a nitrophenol derivative. The study of its crystal structure reveals the molecule to be nearly planar. Its synthesis has been reported. FT-IR and FT-Raman spectra and molecular modeling of 2-methyl-4-nitrophenol have been analyzed. It is reported to be one of the compounds in diesel exhaust particles (DEP) that shows potential vasodilatation activity in rats. Its reduction catalyzed by porous carbon-encapsulated gold nanoparticles has been investigated.

Application

2-Methyl-4-nitrophenol is suitable as a target compound in the study on measurement of methylnitrophenol concentrations and stable isotope ratios in the atmospheric particulate matter and as an internal standard in the determination of monoaromatic nitro compounds in atmospheric aerosols using high performance liquid chromatography electrospray tandem mass spectrometry (HPLC/ESI-MS/MS) method.
It may be used as starting material in the synthesis of 2-bromo-4-nitro-6-methylphenol.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Nitration of substituted phenols by metal salts impregnated Yb-Mo-Montmorillonite KSF.
Yin WP and Shi M.
ARKIVOC (Gainesville, FL, United States), 6, 16-16 (2009)
Jinrui Guo et al.
Chemical communications (Cambridge, England), 48(90), 11094-11096 (2012-10-11)
Gold nanoparticles encapsulated in porous carbon spheres with high surface areas (~800 m(2) g(-1)) have been synthesized by ultrasonic spray pyrolysis (USP). The porous carbon-encapsulated gold nanoparticles exhibit excellent catalytic activity toward the reductions of both hydrophilic and hydrophobic nitroaromatics.
2-Methyl-4-nitrophenol.
Bi S, et al.
Acta Crystallographica Section E, Structure Reports Online, 65(6), 1378-1378 (2009)
Inhibition of Photosynthesis by 4-Nitro-6-alkyl-phenols: Structure-Activity Studies in Wild Type and Five Mutants of Chlamydomonas reinhardtii Thylakoids.
Draber W, et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 48, 213-213 (1993)
Yoki Mori et al.
Biological & pharmaceutical bulletin, 26(3), 394-395 (2003-03-04)
The compounds in diesel exhaust particles (DEP) that are responsible for vasodilatation were isolated and characterized for the first time. From benzene extract of DEP, 2-methyl-4-nitrophenol, 3-methyl-4-nitrophenl and 4-nitrophenol were isolated, and their vasodilatation activities were confirmed. 3-methyl-4-nitrophenol caused dilatation
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