2-Methoxy-4-nitroaniline

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Synthesis and Toxicity of 2-Methoxy-4-nitroaniline
2-Methoxy-4-nitroaniline is an important industrial compound used in dye manufacturing and as an intermediate in the synthesis....
Apr 12，2024

2-Methoxy-4-nitroanilin: pharmacokinetics, applications and toxicity
2-Methoxy-4-nitroaniline is a versatile compound used in industries for dyes, pharmaceuticals, and specialty chemicals. It has....
Aug 30，2023

What is 2-Methoxy-4-nitroaniline?
2-Methoxy-4-nitroaniline (C7H8N2O3, CAS. No: 97-52-9) appears as the deep yellow powder with a melting point 141 degree. It is....
Sep 30，2021

2-Methoxy-4-nitroaniline Basic information

Product Name:	2-Methoxy-4-nitroaniline
Synonyms:	redbasecibav;redbaseirgav;METHOXY-4-NITROANILINE;Brilliant Red Developing Base 4B;4-NITRO-ORTHO-ANISIDINE;-Amino-5-nitrophenyl methyl ether;RED B ASE;RED B BASE
CAS:	97-52-9
MF:	C7H8N2O3
MW:	168.15
EINECS:	202-588-6
Product Categories:	Intermediates of Dyes and Pigments;Dyes and Pigments;Anilines, Amides & Amines;Anisoles, Alkyloxy Compounds & Phenylacetates;Nitro Compounds
Mol File:	97-52-9.mol

2-Methoxy-4-nitroaniline Chemical Properties

Melting point	140-142 °C(lit.)
Boiling point	337.07°C (rough estimate)
density	1,211 g/cm³
refractive index	1.6010 (estimate)
storage temp.	Store below +30°C.
solubility	0.2g/l
pka	1.02±0.10(Predicted)
form	Crystalline Powder
color	Yellow to orange
PH	6.2 (0.2g/l, H2O, 20℃)
Water Solubility	slightly soluble
BRN	879619
InChIKey	GVBHRNIWBGTNQA-UHFFFAOYSA-N
CAS DataBase Reference	97-52-9(CAS DataBase Reference)
NIST Chemistry Reference	Benzenamine, 2-methoxy-4-nitro-(97-52-9)
EPA Substance Registry System	2-Methoxy-4-nitroaniline (97-52-9)

Safety Information

Hazard Codes	Xn,Xi
Risk Statements	22-36/37/38-20/21/22
Safety Statements	26-37/39-36/37
RIDADR	UN 3077 9 / PGIII
WGK Germany	2
RTECS	BZ7170000
Hazard Note	Irritant
TSCA	Yes
HS Code	29222900

MSDS Information

Provider	Language
2-Methoxy-4-nitroaniline	English
SigmaAldrich	English
ACROS	English
ALFA	English

2-Methoxy-4-nitroaniline Usage And Synthesis

Chemical Properties	2-Methoxy-4-nitroaniline is a yellow to orange crystalline powder. 2-Methoxy-4-nitroaniline (MONA) is a potential nonlinear optical (NLO) material, the N12–O19 bond length of MONA molecule is essentially controlled by the p-character of these hybrid orbitals and also by the nature of the N12–O19 bond. The molecular geometry of the compound is almost planar with the substituents[1].
Uses	2-Methoxy-4-nitroaniline is used as a photometric reagent for the determination of ethinylestradiol (ETE), a semi-synthetic estrogen that is widely used in oral contraceptives.
Uses	2-Methoxy-4-nitroaniline is an important intermediate for preparing organic pigments and color bases of ice dyeing dyestuff. As a benzene dye intermediate, It is generally employed to prepare not only fast pigments but also as a printing and dyeing developer for cotton fabrics. In particular, 2-methoxy-4-nitroaniline is also important in production of some antineoplastic drugs[2-3].
General Description	2-Methoxy-4-nitroaniline is an important inducer of CYP1A2 owing to its small molecular size.
Flammability and Explosibility	Non flammable
Biochem/physiol Actions	The metabolism of 2-methoxy-4-nitroaniline (MNA) occurs via the hydroxylation of the phenyl ring to form 6-hydroxy MNA in Harlan Sprague Dawley rats and B6C3F(1)/N mice.
Solubility in organics	The change trend of the solubility magnitude in different monosolvents from high to low was as follows: N-methylpyrrolidone (NMP) > dimethyl sulfoxide (DMSO) > 1,4-dioxane > ethyl acetate > acetonitrile > ethanol > methanol > n-propanol > isopropanol > ethylene glycol (EG) > n-butanol > water[2].
References	[1] Bao Y, et al. 2-Methoxy-4-nitroaniline Solubility in Several Monosolvents: Measurement, Correlation, and Solvent Effect Analysis. Journal of Chemical & Engineering Data, 2020; 65: 757–765. [2] Degawa M, et al.2-Methoxy-4-nitroaniline is a selective inducer of cytochrome P450IA2 (CYP1A2) in rat liver. Cancer Letters, 1995; 96: 95-98. [3] Ravikumar C, et al. Electronic absorption and vibrational spectra and nonlinear optical properties of 4-methoxy-2-nitroaniline. Physical Chemistry Chemical Physics, 2010; 12: 9452-9460.

2-Methoxy-4-nitroaniline Preparation Products And Raw materials

Raw materials

Acetic acid-->Nitric acid-->Tosyl chloride-->o-Anisidine-->PARA TOLUENE-->N-(2-Methoxyphenyl)acetamide

Preparation Products

4-Fluoro-3-methoxyaniline-->8-METHOXYQUINOLIN-6-AMINE-->5-CHLORO-2-NITROANISOLE-->C.I.Pigment Yellow 98-->2-Chloro-5-aminophenol-->Pigment Yellow 74-->2-METHOXY-4-NITROBENZALDEHYDE-->2,5-DIBROMOANISOLE-->Benzoic acid, 2-[[1-amino-7-[[4-[[6-amino-5-[(3-carboxy-4-hydroxyphenyl)azo]-1-hydroxy-3-sulfo-2-naphthalenyl]azo]-2-methoxyphenyl]azo]-8-hydroxy-3,6-disulfo-2-naphthalenyl]azo]-5-[[6-amino-5-[(3-carboxy-4-hydroxyphenyl)azo]-1-hydroxy-3-sul-->sodium 4-hydroxy-5-[(2-methoxy-4-nitrophenyl)azo]-6-(phenylamino)naphthalene-2-sulphonate-->2,2'-[[4-[(4-Amino-2-methoxyphenyl)azo]-3-methylphenyl]imino]bisethanol-->Solvent Red 13-->Copper, diazotized 2-methoxy-4-nitrobenzenamine-4-[(8-hydroxy-6-sulfo-2-naphthalenyl)amino]benzoic acid coupling products complexes-->4-[(2-methoxy-4-nitrophenyl)azo]-N,N-dimethyl-Benzenamine

Tag:2-Methoxy-4-nitroaniline(97-52-9) Related Product Information

4-(Trifluoromethoxy)aniline 2-Methoxyethanol 2-Methyl-4-methoxybenzenamine o-Anisidine N-Methyl-4-nitroaniline 2-Methyl-4-nitroaniline p-Anisidine 3-Amino-4-methoxybenzanilide 4-Methyl-2-nitroaniline NITROGEN DIOXIDE 4-METHOXY-2-NITROANILINE,2-nitro-p-anisidine 4-methoxy-2-nitroaniline 2-METHOXY-5-NITROANILINE,2-AMINO-4-NITROANISOLE(2-METHOXY-5-NITROANILINE),2-Methoxy-5-nitroaniline, 98+% 4-Chloro-2-nitroaniline 2-Nitroaniline 4-Nitroaniline anisidine 4-(2,5-Diethoxy-4-nitrophenyl)morpholine 3-Nitroaniline

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2-Methoxy-4-nitroaniline

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