Pyranine
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Pyranine is a
hydrophilic A hydrophile is a molecule or other molecular entity that is attracted to water molecules and tends to be dissolved by water.Liddell, H.G. & Scott, R. (1940). ''A Greek-English Lexicon'' Oxford: Clarendon Press. In contrast, hydrophobes are n ...
, pH-sensitive
fluorescent dye A fluorophore (or fluorochrome, similarly to a chromophore) is a fluorescence, fluorescent chemical compound that can re-emit light upon light excitation. Fluorophores typically contain several combined aromaticity, aromatic groups, or planar o ...
from the group of chemicals known as arylsulfonates. Pyranine is soluble in water and is used as a coloring agent, biological stain, optical detecting reagent, and
pH indicator A pH indicator is a halochromism, halochromic chemical compound added in small amounts to a Solution (chemistry), solution so the pH (acidity or Base (chemistry), basicity) of the solution can be determined visually or spectroscopically by chang ...
. Pyranine is also used in yellow highlighters to provide their characteristic
fluorescence Fluorescence is one of two kinds of photoluminescence, the emission of light by a substance that has absorbed light or other electromagnetic radiation. When exposed to ultraviolet radiation, many substances will glow (fluoresce) with colore ...
and bright yellow-green colour. It is also found in some types of
soap Soap is a salt (chemistry), salt of a fatty acid (sometimes other carboxylic acids) used for cleaning and lubricating products as well as other applications. In a domestic setting, soaps, specifically "toilet soaps", are surfactants usually u ...
.


Synthesis

Pyranine is synthesized from pyrenetetrasulfonic acid and a solution of sodium hydroxide in water under reflux. The trisodium salt crystallizes as yellow needles when adding an aqueous solution of
sodium chloride Sodium chloride , commonly known as Salt#Edible salt, edible salt, is an ionic compound with the chemical formula NaCl, representing a 1:1 ratio of sodium and chloride ions. It is transparent or translucent, brittle, hygroscopic, and occurs a ...
.


See also

*
Fluorescein Fluorescein is an organic compound and dye based on the xanthene tricyclic structural motif, formally belonging to Triarylmethane dye, triarylmethine dyes family. It is available as a dark orange/red powder slightly soluble in water and alcohol. ...
*
Fluorescence Fluorescence is one of two kinds of photoluminescence, the emission of light by a substance that has absorbed light or other electromagnetic radiation. When exposed to ultraviolet radiation, many substances will glow (fluoresce) with colore ...


References

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External links


CTD's Pyranine page
from the Comparative Toxicogenomics Database Staining dyes Fluorescent dyes Sulfonates Pyrenes Hydroxyarenes Organic sodium salts