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Sigma-Aldrich

2-Methyl-4-nitrophenol

97%

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About This Item

Linear Formula:
CH3C6H3(NO2)OH
CAS Number:
Molecular Weight:
153.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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
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)

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