2-Methoxy-4-nitroaniline

2-Methoxy-4-nitroaniline
Names
	Other names 4-Nitro-o-anisidine, 4-Nitroanisidine
Identifiers
CAS Number	97-52-9;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1518220;
ChemSpider	7060;
ECHA InfoCard	100.002.354
EC Number	202-588-6;
PubChem CID	7337;
UNII	DPU26P1846;
CompTox Dashboard (EPA)	DTXSID0038700 ;
	InChI InChI=1S/C7H8N2O3/c1-12-7-4-5(9(10)11)2-3-6(7)8/h2-4H,8H2,1H3 Key: GVBHRNIWBGTNQA-UHFFFAOYSA-N;
	SMILES COC1=C(C=CC(=C1)[N+](=O)[O-])N;
Properties
Chemical formula	C7H8N2O3
Molar mass	168.152 g·mol−1
Appearance	yellow solid
Density	1.42 g/cm3
Melting point	140–142 °C (284–288 °F; 413–415 K)
Hazards
	GHS labelling:[1]
Pictograms
Signal word	Warning
Hazard statements	H302, H351, H411
Precautionary statements	P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

2-Methoxy-4-nitroaniline is an organic compound with the formula O₂NC₆H₃(OCH₃)NH₂.^[2] It is one of four isomers of methoxynitroaniline. The compound is a precursor to the commercial Pigment Yellow 74.

Safety

It induces expression of some versions of cytochrome P450.^[3]

References

^ Mehdi, S. (1992). "Structure of 2-methoxy-4-nitroaniline". Acta Crystallographica Section C Crystal Structure Communications. 48 (4): 749–751. Bibcode:1992AcCrC..48..749M. doi:10.1107/S0108270191010739.
^ Bao, Yuxin; Wu, Jiaxin; Zhao, Xi; Zhao, Hongkun (2020). "2-Methoxy-4-nitroaniline Solubility in Several Monosolvents: Measurement, Correlation, and Solvent Effect Analysis". Journal of Chemical & Engineering Data. 65 (2): 757–765. doi:10.1021/acs.jced.9b00991.
^ Degawa, Masakuni; Nakayama, Masafumi; Konno, Yoshihiro; Masubuchi, Kazuhiro; Yamazoe, Yasushi (1998). "2-Methoxy-4-nitroaniline and its isomers induce cytochrome P4501A (CYP1A) enzymes with different selectivities in the rat liver". Biochimica et Biophysica Acta (BBA) - General Subjects. 1379 (3): 391–398. doi:10.1016/S0304-4165(97)00118-9. PMID 9545601.

[1] Mehdi, S. (1992). "Structure of 2-methoxy-4-nitroaniline". Acta Crystallographica Section C Crystal Structure Communications. 48 (4): 749–751. Bibcode:1992AcCrC..48..749M. doi:10.1107/S0108270191010739.

[2] Bao, Yuxin; Wu, Jiaxin; Zhao, Xi; Zhao, Hongkun (2020). "2-Methoxy-4-nitroaniline Solubility in Several Monosolvents: Measurement, Correlation, and Solvent Effect Analysis". Journal of Chemical & Engineering Data. 65 (2): 757–765. doi:10.1021/acs.jced.9b00991.

[3] Degawa, Masakuni; Nakayama, Masafumi; Konno, Yoshihiro; Masubuchi, Kazuhiro; Yamazoe, Yasushi (1998). "2-Methoxy-4-nitroaniline and its isomers induce cytochrome P4501A (CYP1A) enzymes with different selectivities in the rat liver". Biochimica et Biophysica Acta (BBA) - General Subjects. 1379 (3): 391–398. doi:10.1016/S0304-4165(97)00118-9. PMID 9545601.

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