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2-Methoxy-4-nitroaniline

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CAS:97-52-9
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  • 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;Brilliant Red Developing Base 4B;-Amino-5-nitrophenyl methyl ether;RED R BASE;4-Nitro-o-anisidine (NH2=1);Benzenamine, 2-methoxy-4-nitro-;4-NITRO-2-ANISIDINE ( 2-METHOXY-4-NITRO ANILINE )
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 Structure
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
pka1.02±0.10(Predicted)
form Crystalline Powder
color Yellow to orange
PH6.2 (0.2g/l, H2O, 20℃)
Water Solubility slightly soluble
BRN 879619
InChIKeyGVBHRNIWBGTNQA-UHFFFAOYSA-N
CAS DataBase Reference97-52-9(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenamine, 2-methoxy-4-nitro-(97-52-9)
EPA Substance Registry System2-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
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2-Methoxy-4-nitroaniline Usage And Synthesis
Chemical Properties2-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].
Uses2-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].
Uses2-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.
General Description2-Methoxy-4-nitroaniline is an important inducer of CYP1A2 owing to its small molecular size.
Flammability and ExplosibilityNon flammable
Biochem/physiol ActionsThe 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 organicsThe 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.
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