Bis(2,4,5-trichlorophenyl-6-carbopentoxyphenyl)oxalate

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Bis(2,4,5-trichlorophenyl-6-carbopentoxyphenyl)oxalate
IUPAC name	Bis(2,4,5-trichlorophenyl-6- carbopentoxyphenyl)oxalate
Other names	CPPO
Identifiers
CAS number	[30431-54-0]
PubChem	93137
Properties
Molecular formula	C26H24Cl6O8
Molar mass	677.18 g mol-1
Melting point	188–192 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Bis(2,4,5-trichlorophenyl-6-carbopentoxyphenyl)oxalate (CPPO) is a solid ester whose oxidation products are responsible for the chemiluminescence in a glowstick. It can be synthesized by reacting 2-carbopentoxy-3,5,6-trichlorophenol with oxalyl chloride.

When mixed with hydrogen peroxide in an organic solvent in the presence of a fluorescent dye CPPO causes the emission of light. The reaction rate is pH dependent, and slightly alkaline conditions achieved by adding a weak base, e.g. sodium salicylate, will produce brighter light. Developed by American Cyanamid in the 1960's, the formulation containing CPPO, a fluorescor, and a glass capsule containing hydrogen peroxide and a base catalyst, all in dialkyl phthalate solvents, was marketed as Cyalume.

The following colors can be produced by using different dyes:

Color	Compound
Blue	9,10-Diphenylanthracene
Green	9,10-Bis(phenylethynyl)anthracene
Yellow-green	Tetracene
Yellow	1-Chloro-9,10-bis(phenylethynyl)anthracene
Orange	5,12-Bis(phenylethynyl)-naphthacene, Rubrene, Rhodamine 6G
Red	2,4-di-tert-butylphenyl 1,4,5,8-tetracarboxynaphthalene diamide, Rhodamine 101

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