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.

Disperse Orange 1
Chemical structure of Disperse Orange 1
Names
Other names
4-Anilino-4'-nitroazobenzene
C.I. 11080 (Colour index numbers)
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.018.141 Edit this at Wikidata
EC Number
  • 219-954-6
UNII
  • 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
  • C1=CC=C(C=C1)NC2=CC=C(C=C2)N=NC3=CC=C(C=C3)[N+](=O)[O-]
Properties
C18H14N4O2
Molar mass 318.33476 g/mol
Melting point 160.0 °C (320.0 °F; 433.1 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H317
P261, P272, P280, P302+P352, P321, P333+P313, 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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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

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  1. ^ Hair, S. R.; Taylor, G. A.; 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. Bibcode:1990JChEd..67..709H. doi:10.1021/ed067p709.
  2. ^ Wildes, P. D.; Pacifici, J. G.; Irick, G.; Whitten, D. G. J. Am. Chem. Soc., 1971, 93, 2004.