Disperse Orange 1

Disperse Orange 1
Names
	Other names 4-Anilino-4'-nitroazobenzene; C.I. 11080 (Colour index numbers)
Identifiers
CAS Number	2581-69-3 [chemspider];
3D model (JSmol)	Interactive image;
ChemSpider	16477;
ECHA InfoCard	100.018.141
EC Number	219-954-6;
PubChem CID	17414;
UNII	1592R4P97H;
CompTox Dashboard (EPA)	DTXSID7062536 ;
	InChI InChI=1S/C18H14N4O2/c23-22(24)18-12-10-17(11-13-18)21-20-16-8-6-15(7-9-16)19-14-4-2-1-3-5-14/h1-13,19H Key: YFVXLROHJBSEDW-UHFFFAOYSA-N;
	SMILES C1=CC=C(C=C1)NC2=CC=C(C=C2)N=NC3=CC=C(C=C3)[N+](=O)[O-];
Properties
Chemical formula	C18H14N4O2
Molar mass	318.33476 g/mol
Melting point	160.0 °C (320.0 °F; 433.1 K)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H317
GHS precautionary statements	P261, P272, P280, P302+352, P321, P333+313, P363, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Disperse Orange 1, or 4-anilino-4'-nitroazobenzene, is an azo dye. Commercial samples contain approximately 25% dye by weight, with the remaining mass consisting of NaCl and other salts.

This dye is useful in conducting experiments with flash photolysis due to the isomerization effect between the trans-4A4N and cis-4A4N states that occurs during photo relaxation.[1][2]

References

Hair, S. R.; Taylor, G. A. and Schultz, L. W. J. (1990). "An Easily Implemented Flash Photolysis Experiment for the Physical Chemistry Laboratory: the Isomerization of 4-Anilino-4'-Nitroazobenzene". Journal of Chemical Education. 67 (8): 709. doi:10.1021/ed067p709.CS1 maint: uses authors parameter (link)
Wildes, P. D.; Pacifici, J. G.; Irick, G.; Whitten, D. G. J. Am. Chem. Soc., 1971, 93, 2004.

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[1] Hair, S. R.; Taylor, G. A. and Schultz, L. W. J. (1990). "An Easily Implemented Flash Photolysis Experiment for the Physical Chemistry Laboratory: the Isomerization of 4-Anilino-4'-Nitroazobenzene". Journal of Chemical Education. 67 (8): 709. doi:10.1021/ed067p709.CS1 maint: uses authors parameter (link)

[2] Wildes, P. D.; Pacifici, J. G.; Irick, G.; Whitten, D. G. J. Am. Chem. Soc., 1971, 93, 2004.