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103284

Sigma-Aldrich

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:
120-71-8
Molecular Weight:
137.18
Beilstein:
637071
EC Number:
204-419-1
MDL number:
MFCD00007815
UNSPSC Code:
12352100
PubChem Substance ID:
24846603
NACRES:
NA.22

vapor density

4.7 (vs air)

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

Health hazardExclamation mark
GHS08,GHS07

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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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
Janet M Petruska et al.
Toxicologic pathology, 30(6), 696-704 (2003-01-07)
The carcinogenic potential of chlorpromazine hydrochloride, a psychotropic agent, was assessed in the p53 heterozygous mouse assay. In a 4-week dose range finding study in p53 wild-type mice, doses of 20,40, 60, and 80 mg/kg were poorly tolerated because of
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
G Reznik et al.
Anticancer research, 1(5), 279-286 (1981-01-01)
p-Cresidine was administered in the feed at either of two concentrations (0.5 and 1.0 percent) to groups of 50 male and 50 female F344 rats for 104 weeks. Fifty animals of each sex were placed on test as controls and
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