Chemistry:Acid Red 176
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3D model (JSmol)
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| C16H9N3Na2O10S2 | |
| Molar mass | 513.36 g·mol−1 |
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| GHS Signal word | Warning |
| H315, H319, H335 | |
| PP261Script error: No such module "Preview warning".Category:GHS errors, PP264Script error: No such module "Preview warning".Category:GHS errors, PP264+P265Script error: No such module "Preview warning".Category:GHS errors, PP271Script error: No such module "Preview warning".Category:GHS errors, PP280Script error: No such module "Preview warning".Category:GHS errors, PP302+P352Script error: No such module "Preview warning".Category:GHS errors, PP304+P340Script error: No such module "Preview warning".Category:GHS errors, PP305+P351+P338Script error: No such module "Preview warning".Category:GHS errors, PP319Script error: No such module "Preview warning".Category:GHS errors, PP321Script error: No such module "Preview warning".Category:GHS errors, PP332+P317Script error: No such module "Preview warning".Category:GHS errors, PP337+P317Script error: No such module "Preview warning".Category:GHS errors, PP362+P364Script error: No such module "Preview warning".Category:GHS errors, PP403+P233Script error: No such module "Preview warning".Category:GHS errors, PP405Script error: No such module "Preview warning".Category:GHS errors, PP501Script error: No such module "Preview warning".Category:GHS errors | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Color Index Acid Red 176 is a chemical compound belonging to the azo and acid dye families. It is a chromotropic dye originally used for dyeing wool.[2]
Synthesis
Acid Red 176 is synthesized via the diazotization of 4-nitroaniline using sodium nitrite and hydrochloric acid, followed by azo coupling of the resulting diazonium salt with chromotropic acid.[2][3]
Uses
Acid Red 176 is used to dye wool a bluish-red shade.[4] Mordanting with chromium salts, such as potassium dichromate, induces a distinct color transition from red to blue or black.[2]
Acid Red 176 serves as an indicator in the complexometric titration of thorium[5] and in the photometric determination of magnesium in natural waters.[6]
History
The synthesis of the dye was patented by Hoechst in 1890. In common with other chromotropic acid-derived dyes described in these patents, its application in wool printing is highlighted.[3]
References
- ↑ PubChem. "Chromotrope 2B" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/68360.
- ↑ 2.0 2.1 2.2 Gustav Schultz, Paul Julius (1897), Tabellarische Übersicht der im Handel befindlichen künstlichen organischen Farbstoffe (3. ed.), Berlin: B.Gaertner's Verlagsbuchhandlung, pp. 12, https://archive.org/details/b21980408/page/12/mode/2up?view=theater
- ↑ 3.0 3.1 "Verfahren zur Darstellung von Azofarbstoffen aus einer neuen Dioxynaphthalindisulfonsäure" DE patent 69095, published 1894-05-16
- ↑ P. Heermann, ed. (1930), Enzyklopädie der textilchemischen Technologie, Berlin, Heidelberg: Springer-Verlag, pp. 479, doi:10.1007/978-3-642-94236-5, https://books.google.com/books?id=mz_PBgAAQBAJ&pg=PA479
- ↑ Satendra Prashad Sangal, Arun K. Dey (1961), "Complexometric determination of thorium using p-nitrobenzene-azo-chromotropic acid (chromotrope 2-B) as indicator", Fresenius’ Zeitschrift für Analytische Chemie 183 (3): 178–181, doi:10.1007/BF00462253
- ↑ A. Schmidt (1968), "Eine photometrische Bestimmung Von Magnesium in natürlichen Wässern mit Chromotrop 2B", Fresenius’ Zeitschrift für Analytische Chemie 237 (3): 204–204, doi:10.1007/BF00518547
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