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1,3-Diphenylisobenzofuran is used as a fluorescent probe for detection of superoxide anion radical (O2-) inside the membrane lipid layer by DPBF fluorescence quenching method. It is used as quencher during the photo inactivation of TA-3 mouse mammary carcinoma cells containing hematoporphyrin. 1,3-Diphenylisobenzofuran is used to study the single crystal molecular structure and solution photophysical properties of DPBF.
Rolf Huisgen. 1,3-Dipolar Cycloadditions. Past and Future. Angewandte Chemie International Edition in English. 1963, 2, (10), 565-598.
Tadashi Sasaki.; Ken Kanematsu.; Kenji Hayakawa.; Masato Sugiura. Photochemical and thermal cycloaddition reactions of 1,3-diphenylisobenzofuran with cycloheptatriene. J. Am. Chem. Soc. 1975, 97, (2), 355-360.
Reactive diene, particularly useful for trapping unstable alkenes and alkynes, e.g. benzyne from the action of Mg on 1-bromo-2-fluorobenzene in 85% yield: Liebigs Ann. Chem., 630, 10 (1960), or a highly-strained cyclopropene: J. Org. Chem., 57, 5959 (1992).
Highly efficient agent for trapping singlet oxygen, as its endo-peroxide, and has been used as a standard for this purpose: J. Am. Chem. Soc., 93, 5774 (1971).
Reaction temperatures with conventional dienophiles can be reduced in the presence of BF3 etherate. For use in the addition to vinylphosphonic esters, see: J. Chem. Soc., Perkin 1, 99 (1988).
For reviews of the chemistry of 1,3-diphenylisobenzofuran, see: Adv. Het. Chem., 26, 135 (1980); Tetrahedron, 44, 2093 (1988).