Pigment Orange 5

• CAT Number: M000858
• CAS Number: 3468-63-1
• Molecular Formula: C16H10N4O5
• Molecular Weight: 338.279
• Purity: ≥95%
• Synonyms: lutetiafastoranger;monolitefastorange2r;monolitefastpaperorange2r;monolitefastred2g;MonoliteOrange2R;nipponorangex-881;oralithred2gl;orangeno.203
• Storage: RT
• IUPAC Name: (1Z)-1-[(2,4-dinitrophenyl)hydrazinylidene]naphthalen-2-one
• InChI: InChI=1S/C16H10N4O5/c21-15-8-5-10-3-1-2-4-12(10)16(15)18-17-13-7-6-11(19(22)23)9-14(13)20(24)25/h1-9,17H/b18-16-
• InChIKey: HBHZKFOUIUMKHV-UHFFFAOYSA-N
• SMILES: C1=CC=C2C(=C1)C=CC(=O)C2=NNC3=C(C=C(C=C3)[N+](=O)[O-])[N+](=O)[O-]

Pigment Orange 5 (CAS 3468-63-1) is an azo pigment, which can be produced industrially by a diazotization and coupling sequence in which diazotized dinitroaniline is coupled into β-naphthol.

Reference

1.Schmidt, Martin U., et al. "Pigment Orange 5: crystal structure determination from a non-indexed X-ray powder diagram." Zeitschrift für Kristallographie 222.1 (2007): 30-33.
2.Møller, Peter, et al. "DNA damage in isolated rat hepatocytes exposed to CI pigment orange 5 and CI pigment yellow 12 by the alkaline comet assay." Teratogenesis, carcinogenesis, and mutagenesis 18.1 (1998): 9-16.
3.Scher, Alan L. "Liquid chromatographic determination of 2, 4-dinitroaniline and 2-naphthol in D&C Orange No. 17." Journal of the Association of Official Analytical Chemists 68.3 (1985): 474-477.