Acid orange 19

Acid orange 19
Names
Other names
Sodium 4-hydroxy-3-(2-(4-methyl-3-((phenylamino)sulfonyl)phenyl)diazenyl)-1-naphthalenesulfonate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.019.363 Edit this at Wikidata
EC Number
  • 221-298-0
  • InChI=1S/C23H19N3O6S2.Na/c1-15-11-12-17(13-21(15)33(28,29)26-16-7-3-2-4-8-16)24-25-20-14-22(34(30,31)32)18-9-5-6-10-19(18)23(20)27;/h2-14,26-27H,1H3,(H,30,31,32);/q;+1/p-1
    Key: KKJOSHGDFRDDGD-UHFFFAOYSA-M
  • CC1=C(C=C(C=C1)N=NC2=C(C3=CC=CC=C3C(=C2)S(=O)(=O)[O-])O)S(=O)(=O)NC4=CC=CC=C4.[Na+]
Properties
C23H18N3NaO6S2
Molar mass 519.52 g·mol−1
Hazards
GHS labelling:
H412
P273, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Acid orange 19 is an azo dye that is used to color polyamide and wool fibers. It is usually available as a fine reddish-orange powder. The dye is soluble in water, producing an orange solution. When this solution is treated with concentrated hydrochloric acid, it turns red.

Acid orange 19 is prepared by azo coupling with 1-Hydroxynaphthalene-4-sulfonic acid.

Like most azo dyes, it is mildly toxic when orally ingested and has carcinogenic properties.

References

  1. ↑ Hunger, Klaus; Mischke, Peter; Rieper, Wolfgang; Raue, Roderich; Kunde, Klaus; Engel, Aloys (2005). "Azo Dyes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_245. ISBN 978-3-527-30673-2.
  2. ↑ "3058-98-8 | CAS DataBase". www.chemicalbook.com. Retrieved 2026-06-07.
  3. ↑ John, Arooba; Yang, Hsi-Hsien; Muhammad, Sohaib; Khan, Zafar Iqbal; Yu, Haiyang; Luqman, Muhammad; Tofail, Matiba; Hussain, Muhammad Iftikhar; Awan, Muhammad Umer Farooq (2022-07-13). "Cross Talk between Synthetic Food Colors (Azo Dyes), Oral Flora, and Cardiovascular Disorders". Applied Sciences. 12 (14): 7084. doi:10.3390/app12147084. ISSN 2076-3417.