Alizarine Yellow R

Alizarine Yellow R is a yellow colored azo dye made by the diazo coupling reaction. It is usually commercially available as a sodium salt. In its pure form, it is a rust-colored solid.[2] It is mainly used as a pH indicator.

Alizarine Yellow R
Alizarin Yellow R (sodium salt)
Space-filling model of Alizarine Yellow R as a sodium salt
Alizarin Yellow R (acid)
Names
IUPAC name
Sodium 2-hydroxy-5-[(E)-(4-nitrophenyl)diazenyl]benzoate
Other names
5-[(p-Nitrophenyl)azo]salicylic acid sodium salt
Chrome orange
Mordant orange 1
C.I. 14030
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.017.109
EC Number
  • 209-536-1
UNII
  • InChI=1S/C13H9N3O5.Na/c17-12-6-3-9(7-11(12)13(18)19)15-14-8-1-4-10(5-2-8)16(20)21;/h1-7,17H,(H,18,19);/q;+1/p-1/b15-14+; checkY
    Key: HXKKTXMJSVFQSL-WPDLWGESSA-M checkY
  • InChI=1/C13H9N3O5.Na/c17-12-6-3-9(7-11(12)13(18)19)15-14-8-1-4-10(5-2-8)16(20)21;/h1-7,17H,(H,18,19);/q;+1/p-1/b15-14+;
    Key: HXKKTXMJSVFQSL-QUIZLSBABP
  • [Na+].O=C([O-])c1cc(ccc1O)/N=N/c2ccc(cc2)[N+]([O-])=O
Properties
C13H8N3NaO5 (Na salt)
C13H9N3O5 (acid)
Molar mass 309.21 g mol−1 (Na salt)
287.23 g mol−1 (acid)
HazardsSigma-Aldrich Co., ALIZARINE YELLOW R. Retrieved on 09 April 2023.
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H319
P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references
Alizarine Yellow R (pH indicator)
below pH 10.1 above pH 12.0
10.1 12.0

Preparation

Alizarine Yellow R is produced by azo coupling of salicylic acid and diazonium derivative of 4-Nitroaniline

Synthesis of Alizarine Yellow R

References

  1. Lide, David R. (25 June 2007). CRC Handbook of Chemistry and Physics, 88th Edition. CRC Press. pp. 3–10. ISBN 9780849304880. OCLC 1024315229.
  2. "Safety Datasheet (MSDS) for alizarin yellow R". Department of Chemistry, University of Oxford. 2005. Archived from the original on 19 March 2011. Retrieved 11 October 2008.
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