TCPO

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TCPO
File:TCPO.png
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number 1165-91-9
ChemSpider 141097
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InChI Script error: No such module "collapsible list".
style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula C14H4Cl6O4
Molar mass 448.9 g mol−1
Appearance white crystalline powder
Density 1.698 g/cm3
Melting point

188 - 192 °C

Boiling point

500.9 °C

Solubility in water 0.01962 mg/L
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards
Flash point 190.6 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

TCPO, or bis-2,4,6-(trichlorophenyl)oxalate, is the main chemical in glow sticks.

Uses

TCPO is one of the major ingredients in glow sticks. When combined with 9,10-bis(phenylethynyl)anthracene, a solvent (such as diethyl phthalate), and a weak base (usually sodium acetate or sodium salicylate), and hydrogen peroxide, the mixture will start to weakly glow an aqua-green color[1].

Red, yellow and blue colours can be made by replacing the 9,10-bis(phenylethynyl)anthracene with Rhodamine B, Rubrene and 9,10-diphenylanthracene respectively.

In a glowstick a fluorescent dye converts much of the light energy produced into the visible spectrum producing a brighter glow.

Preparation

TCPO can be prepared from a solution of 2,4,6-trichlorophenol in a solution of dry toluene by reaction with oxalyl chloride in the presence of a base such as triethylamine. This method produces crude TCPO with a by-product of triethylamine hydrochloride.

References

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fr:TCPO
  1. How to Make a Glow Stick with Real Chemicals - http://sites.google.com/site/nurdrage/chemistry-experiments/how-to-make-a-glow-stick-with-real-chemicals