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2-Methoxy-4-nitroaniline

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2-Methoxy-4-nitroaniline
Names
Other names 4-Nitro-o-anisidine, 4-Nitroanisidine
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.354 Edit this at Wikidata
EC Number
  • 202-588-6
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H8N2O3/c1-12-7-4-5(9(10)11)2-3-6(7)8/h2-4H,8H2,1H3Key: GVBHRNIWBGTNQA-UHFFFAOYSA-N
SMILES
  • COC1=C(C=CC(=C1)(=O))N
Properties
Chemical formula C7H8N2O3
Molar mass 168.152 g·mol
Appearance yellow solid
Density 1.42 g/cm
Melting point 140–142 °C (284–288 °F; 413–415 K)
Hazards
GHS labelling:
Pictograms GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
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 , 100 kPa). Infobox references
Chemical compound

2-Methoxy-4-nitroaniline is an organic compound with the formula O2NC6H3(OCH3)NH2. 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.

References

  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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