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Merck
CN

103284

2-Methoxy-5-methylaniline

99%

Synonym(s):

5-Methyl-o-anisidine, 6-Methoxy-m-toluidine, p-Cresidine

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About This Item

Linear Formula:
CH3OC6H3(CH3)NH2
CAS Number:
Molecular Weight:
137.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-419-1
Beilstein/REAXYS Number:
637071
MDL number:
Assay:
99%
Form:
solid
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InChI key

WXWCDTXEKCVRRO-UHFFFAOYSA-N

InChI

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

SMILES string

COc1ccc(C)cc1N

vapor density

4.7 (vs air)

assay

99%

form

solid

bp

235 °C (lit.)

Quality Level

mp

50-52 °C (lit.)

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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

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

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

Storage Class

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

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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
R W Tennant et al.
Carcinogenesis, 14(1), 29-35 (1993-01-01)
Three transgenic mouse lines carrying v-Ha-ras (TG-SH), c-myc (TG-M) or c-neu (TG-NK) oncogenes under regulatory control of mouse mammary tumor virus (MMTV) long terminal repeat (LTR) sequences were evaluated for responses to two chemical carcinogens. p-Cresidine, a mutagenic urinary bladder
Thiago Mescoloto Lizier et al.
Molecules (Basel, Switzerland), 17(7), 7961-7979 (2012-07-04)
The room temperature ionic liquid (IL) 1-butyl-3-methylimidazolium bis-(trifluorometanesulfonyl)imide BMIm[NTf₂] was used as a novel medium for improvement of separation and quantization of 16 aromatic amines typically present as contaminants in consumer products and detected by HPLC coupled to an electrochemical
J Ashby et al.
Mutation research, 250(1-2), 115-133 (1991-09-01)
The two potent rodent bladder carcinogens o-anisidine and p-cresidine, and the structurally related non-carcinogen 2,4-dimethoxyaniline, have been extensively evaluated for genotoxicity to rodents and found to be inactive. Most data were generated on o-anisidine, an agent that is also only
T L Horn et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 45(1), 55-63 (2006-09-13)
A six-month study was conducted in p53(+/-) mice to evaluate the possible oncogenicity of resveratrol (3,5,4'-trihydroxy-trans-stilbene), a cancer chemopreventive agent present in grapes and other foods. p53(+/-) mice (25/sex/group) received daily gavage exposure to vehicle only (negative control), resveratrol doses

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