Alizarine Yellow R

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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 Edit this at Wikidata
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 ?)
Alizarine Yellow R (pH indicator)
below pH 10.1 above pH 12.0
10.1 12.0

Preparation

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

 

References

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  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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