Other Cyclic Peroxides

The acyl peroxides just discussed are more reactive than alkyl peroxides. Chemiluminescence only occurs at considerably higher temperatures (= ca. 150°) with the latter. Without added fluorescers the light emission is negligible. 

Addition of dibenzal diperoxide (34) to a solution of dibenzanthrone (35) at 200 ° gives rise to a red chemiluminescence which is the emission from the first excited singlet state of the fluorescer (35) [33, 34]. 

Instead of dibenzanthrone, other fluorescers (perylene, rhodamine B, fluorescein, DPA, anthracene) can be used. The excitation yields were found [34] to be in the range 7.74 x 1(T to 8.76 x 10 .  

A hnear relation was observed between the square root of the overlap integrals of the benzaldehyde phosphorescence spectrum and the absorption spectra of the fluorescers, and the number of excited singlet fluorescer molecules produced per molecule of benzaldehyde triplet. This is a strong argument for the proposed transfer mechanism. 

Dibenzanthrone endoperoxide (36) may be involved in the chemiluminescent reaction of dibenzanthrone (35) with alkaline hypochlorite [34] (cf. p. 14) Chemiluminescence with quantum yields of ca ICT was also observed on heating the peroxides (37) and (38) at 150-200° in the presence of fluorescers [35]. 

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This dimeric ethylidene peroxide is an extremely shock-sensitive solid which explodes violently at the slightest touch. Extreme caution in handling is required. See other cyclic peroxides... 

Harada, N. et al., Chem. Lett. (Japan), 1973, 1173-1176 When free of solvent it decomposes explosively above — 10°C. See 6,6-Dimethylfulvene Air, or Ether See other cyclic peroxides... 

Hydrogen peroxide Ketones, Nitric acid Ozone Citronellic acid See other cyclic peroxides... 

See Other CYCLIC PEROXIDES, STRAINED-RING COMPOUNDS... 

Analogous photorearrangements have been reported for other cyclic peroxides,194 and the conversion of the peroxide (243) to the benzo-furo[3,2-h]naphtho[l,2-d]furan (244) is believed to involve an intermediate oxiran.195 Studies of the photodecomposition of 3,4-dihydro-2/f-pyrans,196 tetrahydropyran,197 and 1,4-dioxan198 have been reported. 

Bis (trifluoromethy l)dioxirane See Dimethyldioxirane See other CYCLIC PEROXIDES... 

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