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161195

Sigma-Aldrich

2-Methoxy-5-nitroaniline

98%

Synonym(s):

5-Nitro-o-anisidine

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About This Item

Linear Formula:
CH3OC6H3(NO2)NH2
CAS Number:
Molecular Weight:
168.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

117-119 °C (lit.)

SMILES string

COc1ccc(cc1N)[N+]([O-])=O

InChI

1S/C7H8N2O3/c1-12-7-3-2-5(9(10)11)4-6(7)8/h2-4H,8H2,1H3

InChI key

NIPDVSLAMPAWTP-UHFFFAOYSA-N

General description

2-Methoxy-5-nitroaniline is an aromatic metabolite of 2,4-dinitroanisole.

Application

2-Methoxy-5-nitroaniline was used in the synthesis of 5-(9-acridinylamino)-p-anisidines via reaction with 9-anilinoacridines. It was also used in the synthesis of disazo disperse dyes containing nitro and methoxy groups, used for the dyeing of polyester fibre.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

246.2 °F - closed cup

Flash Point(C)

119 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Dewanji et al.
Biometrics, 49(2), 367-377 (1993-06-01)
In this paper, a new method of estimating tumorigenic potency is proposed that takes into account information on survival and, when available, the underlying cause of death. Specifically, Weibull distributions are used to describe the time to tumor occurrence (X)
Valeriy A Bacherikov et al.
Bioorganic & medicinal chemistry, 13(23), 6513-6520 (2005-09-06)
A series of 5-(9-acridinylamino)anisidines were synthesized by condensing methoxy-substituted 1,3-phenylenediamines (10 and 11) with 9-chloroacridine derivatives to form 5-(9-acridinylamino)-m-anisidines (AMAs, 14a-e) and 5-(9-acridinylamino)-o-anisidines (AOAs, 15a-e). 5-(9-Acridinylamino)-p-anisidines (APAs, 17a-e) were synthesized by reacting 2-methoxy-5-nitroaniline (12) with 9-anilinoacridines, followed by reduction. The
5-Nitro-ortho-anisidine.
IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans, 27, 133-139 (1982-04-01)
C Sawyer et al.
Biometrics, 40(1), 27-40 (1984-03-01)
An index of carcinogenic potency for chemicals tested in chronic animal experiments is described. By analogy with the well-known 'lethal dose 50' (LD50) of quantal bioassay, a 'tumorigenic dose 50' (TD50) may be defined (in the absence both of tumors
Disperse dyes derived from 2-methoxy-5-nitroaniline.
Otutu JO and Osabohien E.
Orient. J. Chem., 25(4), 863-863 (2009)

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