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

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

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ImageFile = Bis(2,4,5-trichlorophenyl-6-carbopentoxyphenyl)oxalate.svg
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IUPACName = Bis(2,4,5-trichlorophenyl-6- carbopentoxyphenyl)oxalate
OtherNames = CPPO
Section1 = Chembox Identifiers
CASNo = 30431-54-0
PubChem = 93137
SMILES =

Section2 = Chembox Properties
C=26|H=24|Cl=6|O=8
Appearance =
Density =
MeltingPt = 188–192 °C
BoilingPt =
Solubility =

Section3 = Chembox Hazards
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FlashPt =
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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.

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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:

References


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