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Pyranine
Names
	IUPAC name Trisodium 8-hydroxypyrene-1,3,6-trisulfonate
	Other names 8-Hydroxypyrene-1,3,6-trisulfonic acid; Solvent Green 7; HPTS; Sulfonated hydroxy pyrene trisodium salt
Identifiers
CAS Number	6358-69-6 ;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.026.166
EC Number	228-783-6;
PubChem CID	4136521;
UNII	I2W85YOX9L ;
CompTox Dashboard (EPA)	DTXSID4041739 ;
	InChI InChI=1S/C16H10O10S3.3Na/c17-11-5-12(27(18,19)20)8-3-4-10-14(29(24,25)26)6-13(28(21,22)23)9-2-1-7(11)15(8)16(9)10;;;/h1-6,17H,(H,18,19,20)(H,21,22,23)(H,24,25,26);;;/q;3*+1/p-3 Key: KXXXUIKPSVVSAW-UHFFFAOYSA-K;
	SMILES C1=CC2=C3C(=C(C=C2S(=O)(=O)[O-])S(=O)(=O)[O-])C=CC4=C(C=C(C1=C43)O)S(=O)(=O)[O-].[Na+].[Na+].[Na+];
Properties
Chemical formula	C16H7Na3O10S3
Molar mass	524.37 g·mol−1
Appearance	Yellow-green crystalline powder
Solubility in water	Soluble
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Pyranine is a hydrophilic, pH-sensitive fluorescent dye from the group of chemicals known as arylsulfonates.^[2]^[3] Pyranine is soluble in water and has applications as a coloring agent, biological stain, optical detecting reagent, and a pH indicator.^[4]^[5] Pyranine is also used in yellow highlighters to provide their characteristic fluorescence and bright yellow-green colour. It is also found in some types of soap.^[6]

Synthesis

It is synthesized from pyrenetetrasulfonic acid and a solution of sodium hydroxide in water under reflux.^[7] The trisodium salt crystallizes as yellow needles when adding an aqueous solution of sodium chloride.

References

^ "C&L Inventory". echa.europa.eu. Retrieved 13 December 2021.
^ "chem industry entry". Archived from the original on 2007-10-26. Retrieved 2007-12-31.
^ "Comparative Toxicogenomics Database entry".
^ "chemical land 21 entry".
^ "Sci-Toys entry".
^ "D&C Green No. 8 (C.I. 59040)". whatsinproducts.com. Retrieved 2023-05-04.
^ Tietze, Ernst; Bayer, Otto (1939). "Die Sulfosäuren des Pyrens und ihre Abkömmlinge". Justus Liebig's Annalen der Chemie. 540 (1): 189–210. doi:10.1002/jlac.19395400113. ISSN 0075-4617.