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Disperse Orange 1

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Chemical compound
Disperse Orange 1
Chemical structure of Disperse Orange 1
Names
Other names 4-Anilino-4'-nitroazobenzene
C.I. 11080 (Colour index numbers)
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.018.141 Edit this at Wikidata
EC Number
  • 219-954-6
PubChem CID
UNII
CompTox Dashboard (EPA)
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/h1-13,19HKey: YFVXLROHJBSEDW-UHFFFAOYSA-N
SMILES
  • C1=CC=C(C=C1)NC2=CC=C(C=C2)N=NC3=CC=C(C=C3)(=O)
Properties
Chemical formula C18H14N4O2
Molar mass 318.33476 g/mol
Melting point 160.0 °C (320.0 °F; 433.1 K)
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H317
Precautionary statements 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 , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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.

References

  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.
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