The reaction rate is pH dependent, and slightly alkaline conditions, achieved by adding a weak base, such as sodium salicylate, give a faster reaction and therefore produce brighter light. The 2,4,6-trichlorophenol ester is a solid and thus easier to handle.[clarification needed] Furthermore, since trichlorophenolate is the better leaving group, the reaction will proceed faster, again producing brighter light, as compared to the phenol ester.
The following colors can be produced by using different dyes:
^Carson, A. S.; Fine, D. H.; Gray, P.; Laye, P. G. (1971). "Standard enthalpies of formation of diphenyl oxalate and benzoic anhydride and some related bond dissociation energies". Journal of the Chemical Society B: Physical Organic: 1611. doi:10.1039/J29710001611.
^Orosz, György (January 1989). "The role of diaryl oxalates in peroxioxalate chemiluminescence". Tetrahedron. 45 (11): 3493–3506. doi:10.1016/S0040-4020(01)81028-0.
January 16, 2023
diphenyl, oxalate, trademark, name, cyalume, solid, whose, oxidation, products, responsible, chemiluminescence, glowstick, this, chemical, double, ester, phenol, with, oxalic, acid, upon, reaction, with, hydrogen, peroxide, dioxetanedione, formed, along, with,. Diphenyl oxalate trademark name Cyalume is a solid whose oxidation products are responsible for the chemiluminescence in a glowstick This chemical is the double ester of phenol with oxalic acid Upon reaction with hydrogen peroxide 1 2 dioxetanedione is formed along with release of the two phenols 2 The dioxetanedione then reacts with a dye molecule decomposing to form carbon dioxide and leaving the dye in an excited state As the dye relaxes back to its unexcited state it releases a photon of visible light Diphenyl oxalate NamesPreferred IUPAC name Diphenyl oxalateOther names diphenylethandioate oxalic acid diphenyl ester cyalume DPOIdentifiersCAS Number 3155 16 6 Y3D model JSmol Interactive imageChemSpider 17449 NECHA InfoCard 100 203 380PubChem CID 18475CompTox Dashboard EPA DTXSID50185452InChI InChI 1S C14H10O4 c15 13 17 11 7 3 1 4 8 11 14 16 18 12 9 5 2 6 10 12 h1 10H NKey ULOZDEVJRTYKFE UHFFFAOYSA N NInChI 1 C14H10O4 c15 13 17 11 7 3 1 4 8 11 14 16 18 12 9 5 2 6 10 12 h1 10HKey ULOZDEVJRTYKFE UHFFFAOYABSMILES O C Oc1ccccc1 C O Oc2ccccc2PropertiesChemical formula C14H10O4Molar mass 242 227 g molAppearance solidMelting point 136 C 277 F 409 K ThermochemistryStd enthalpy offormation DfH 298 129 0 0 8 1 Related compoundsRelated compounds Dimethyl oxalateExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references The reaction rate is pH dependent and slightly alkaline conditions achieved by adding a weak base such as sodium salicylate give a faster reaction and therefore produce brighter light The 2 4 6 trichlorophenol ester is a solid and thus easier to handle clarification needed Furthermore since trichlorophenolate is the better leaving group the reaction will proceed faster again producing brighter light as compared to the phenol ester The following colors can be produced by using different dyes Color CompoundGreen 9 10 DiphenylanthraceneBlue 9 10 Bis phenylethynyl anthraceneYellow green TetraceneYellow 1 Chloro 9 10 bis phenylethynyl anthraceneOrange 5 12 Bis phenylethynyl naphthacene Rubrene Rhodamine 6GRed Rhodamine BReferences Edit Carson A S Fine D H Gray P Laye P G 1971 Standard enthalpies of formation of diphenyl oxalate and benzoic anhydride and some related bond dissociation energies Journal of the Chemical Society B Physical Organic 1611 doi 10 1039 J29710001611 Orosz Gyorgy January 1989 The role of diaryl oxalates in peroxioxalate chemiluminescence Tetrahedron 45 11 3493 3506 doi 10 1016 S0040 4020 01 81028 0 Retrieved from https en wikipedia org w index php title Diphenyl oxalate amp oldid 1106101529, wikipedia, wiki, book, books, library,
