Alizarin Red S

Alizarin Red S

Names
IUPAC name 3,4-Dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid
Other names Mordant Red 3 C.I 58005 Sodium alizarinesulfonate Alizarine S Alizarine sulfonate Alizarin Red, water-soluble Alizarin Carmine Alizarin sodium monosulfonate
Identifiers
CAS Number	130-22-3^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:87358
ChemSpider	8217
ECHA InfoCard	100.004.530
EC Number	204-981-8
PubChem CID	3955344
UNII	3F3AT0Q12H^Y
CompTox Dashboard (EPA)	DTXSID6052744 DTXSID0052679, DTXSID6052744
SMILES [Na+].Oc1c(O)c2C(=O)c3ccccc3C(=O)c2cc1S([O-])(=O)=O
Properties
Chemical formula	C14H7NaO7S
Molar mass	342.253 g/mol
Appearance	yellow-orange powder
Solubility in water	Soluble in water and ethanol
Hazards
Safety data sheet (SDS)	[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Alizarin Red S (also known as C.I. Mordant Red 3, Alizarin Carmine, and C.I 58005.[1]) is a water-soluble sodium salt of Alizarin sulfonic acid with a chemical formula of C
₁₄H
₇NaO
₇S.[2][1] Alizarin Red S was discovered by Graebe and Liebermann in 1871.[2] In the field of histology alizarin Red S is used to stain calcium deposits in tissues,[3][4] and in geology to stain and differentiate carbonate minerals.[3]

Uses

Alizarin Red S, as sold for use as a histologic stain.

Alizarin Red S is used in histology and histopathology to stain, or locate calcium deposits in tissues.[1][3][4] In the presence of calcium, Alizarin Red S, binds to the calcium to form a Lake pigment that is orange to red in color.[4] Whole specimens can be stained with Alizarin Red S to show the distribution of bone, especially in developing embryos.[4] In living corals alizarin Red S has been used to mark daily growth layers.[5]

In geology, Alizarin Red S is used on thin sections, and polished surfaces to help identify carbonate minerals which stain at different rates.[6]

See also

• Aniline
• 1,2,4-Trihydroxyanthraquinone or purpurin, another red dye that occurs in madder root
• Hydroxyanthraquinone
• Dihydroxyanthraquinone
• List of dyes
• List of colors (compact)

References

1. Lillie, Ralph Dougall (1977). H. J. Conn's Biological stains (9th ed.). Baltimore: Williams & Wilkins. pp. 692p.
2. Legan, Lea; Retko, Klara; Ropret, Polonca (2016). "Vibrational spectroscopic study on degradation of alizarin carmine". Microchemical Journal. 127: 36–45. doi:10.1016/j.microc.2016.02.002. ISSN 0026-265X.
3. Puchtler, Holde; Meloan, Susan N.; Terry, Mary S. (1969). "On the history and mechanism of alizarin and alizarin red S stains for calcium". Journal of Histochemistry & Cytochemistry. 17 (2): 110–124. doi:10.1177/17.2.110. ISSN 0022-1554. PMID 4179464.
4. Bancroft, John; Stevens, Alan, eds. (1982). The Theory and Practice of Histological Techniques (2nd ed.). Longman Group Limited.
5. Holcomb, Michael; Cohen, Anne L.; McCorkle, Daniel C. (2013). "An evaluation of staining techniques for marking daily growth in scleractinian corals" (PDF). Journal of Experimental Marine Biology and Ecology. 440: 126–131. doi:10.1016/j.jembe.2012.12.003. hdl:1912/5857. ISSN 0022-0981.
6. Dickson, J. A. D. (1966). "Carbonate identification and genesis as revealed by staining". Journal of Sedimentary Research. 36 (4): 491–505. doi:10.1306/74D714F6-2B21-11D7-8648000102C1865D.