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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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p-Cresidine.
Report on carcinogens : carcinogen profiles, 10, 71-72 (2004-08-25)
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
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
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
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
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