Names | |
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IUPAC name
2,6-Bornanedione
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Other names
Camphorquinone
6-Oxocamphor CQ CPQ | |
Identifiers | |
3D model (
JSmol)
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ECHA InfoCard | 100.030.728 |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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Properties | |
C10H14O2 | |
Molar mass | 166.220 g·mol−1 |
Melting point | 197-203 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Camphorquinone, also known as 2,3-bornanedione, is an organic compound derived from camphor. A yellow solid, it is used as a photoinitiator in curing dental composites. [1] Camphorquinone is produced by the oxidation of camphor with selenium dioxide. [2]
Polymerization is induced very slowly by camphorquinone, so amines such as N,N-dimethyl-p-toluidine, 2-ethyl-dimethylbenzoate, N-phenylglycine are generally added to increase the rate of curing. [1]
It absorbs very weakly at 468 nm ( extinction coefficient of 40 M−1·cm−1) giving it a pale yellow color. [1] Photoexcitation results in nearly quantitative formation of its triplet state through intersystem crossing and very faint fluorescence. [3]
It can be hydrolyzed by the enzyme 6-oxocamphor hydrolase.
Camphorquinone has been examined as a reagent in organic synthesis. [4]