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

form 

Crystalline Powder

pka

1.02±0.10(Predicted)

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

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

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 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].

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.

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(97-52-9)Related Product Information

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