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103284

Sigma-Aldrich

2-Methoxy-5-methylaniline

99%

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Synonym(s):
5-Methyl-o-anisidine, 6-Methoxy-m-toluidine, p-Cresidine
Linear Formula:
CH3OC6H3(CH3)NH2
CAS Number:
120-71-8
Molecular Weight:
137.18
Beilstein:
637071
EC Number:
204-419-1
MDL number:
MFCD00007815
PubChem Substance ID:
24846603
NACRES:
NA.22

vapor density

4.7 (vs air)

Quality Level

200

Assay

99%

form

solid

bp

235 °C (lit.)

mp

50-52 °C (lit.)

SMILES string

COc1ccc(C)cc1N

InChI

1S/C8H11NO/c1-6-3-4-8(10-2)7(9)5-6/h3-5H,9H2,1-2H3

InChI key

WXWCDTXEKCVRRO-UHFFFAOYSA-N

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General description

2-Methoxy-5-methylaniline is an aromatic amine present as contaminants in commercial hair dye samples.

Application

2-Methoxy-5-methylaniline was used in the synthesis of 4-(4-Amino-5-methoxy-2-methylphenylazo)-5-hydroxy-naphthalene-2,7-disulfonic acid. 2-Methoxy-5-methylaniline was used to analyse the application of polymeric ionic liquids as selective solid-phase microextraction sorbent coatings for the analysis of genotoxic impurities and structurally alerting compounds such as alkyl halides and aromatics. 2-Methoxy-5-methylaniline was used in a study to develop a sensitive analytical method for the determination of aromatic amines found in commercial hair dyes using high liquid chromatography coupled to an electrochemical detector by using the ionic liquid 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide in the mobile phase.

Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Danger

Hazard Statements

H302 - H319 - H350

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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Tien D Ho et al.
Journal of chromatography. A, 1240, 29-44 (2012-04-28)
A series of polymeric ionic liquids (PILs) possessing varied chemical makeup and composition were applied as selective solid-phase microextraction (SPME) sorbent coatings for the analysis of genotoxic impurities (GTIs) and related structurally alerting compounds, namely, alkyl halides and aromatics. In
Kannan P Naicker et al.
Bioorganic & medicinal chemistry, 12(5), 1215-1220 (2004-02-26)
A structure-based design approach has been used to optimize a lead HIV-1 entry inhibitor targeted to the envelope glycoprotein gp41. The docking study on this lead compound revealed important structural requirements that need to be preserved as well as structural
p-Cresidine.
Report on carcinogens : carcinogen profiles, 10, 71-72 (2004-08-25)
J E Sagartz et al.
Toxicologic pathology, 26(4), 492-500 (1998-08-26)
The tumorigenic potential of phenobarbital was examined in a 26-wk carcinogenesis bioassay using p53 heterozygous mice and wild-type controls. Fifteen mice/sex/genotype were exposed to either 500 or 1,000 ppm phenobarbital in the diet. Dietary administration of 3,750 ppm p-cresidine, a
Y F Sasaki et al.
Mutation research, 412(2), 155-160 (1998-04-16)
We used a modification of the alkaline single-cell gel electrophoresis (SCG) (Comet) assay to evaluate the in vivo genotoxicity of two potent rodent bladder carcinogens, o-anisidine and p-cresidine, in mouse liver, lung, kidney, brain, and bone marrow, and in the
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