 | This article needs attention from an expert in Chemistry. The specific problem is: Lots of missing key reagents in images and incorrect/confusing (possibly "non-chemist translation engine"?) chemical terminology. (September 2019) |
| |
| |
| Names | |
|---|---|
| Preferred IUPAC name
1,3-Diphenyl-2-benzofuran | |
| Identifiers | |
| ChemSpider | |
| ECHA InfoCard | 100.024.371 |
PubChem CID
|
|
| UNII | |
CompTox Dashboard (EPA)
|
|
| Properties | |
| C20H14O | |
| Molar mass | 270.33 g·mol−1 |
| Appearance | pale yellow[1] to dark yellow crystalline powder[2] |
| Density | 1.0717 g·cm−3 bei 25 °C[3] |
| Melting point | * 125–126 °C[4]
|
| almost insoluble | |
| Solubility in acetonitrile, benzene, dichloromethane, chloroform, dimethylsulfoxide, tetrahydrofuran or toluene | soluble[5] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
1,3-Diphenylisobenzofuran is a highly reactive diene that can scavenge unstable and short-lived dienophiles in a Diels-Alder reaction. It is furthermore used as a standard reagent[6] for the determination of singlet oxygen,[7] even in biological systems.[8] Cycloadditions with 1,3-diphenylisobenzofuran and subsequent oxygen cleavage provide access to a variety of polyaromatics.
- ^ "1,3-Diphenylisobenzofuran 5471-63-6 | TCI Deutschland GmbH". www.tcichemicals.com (in German). Retrieved 2018-01-14.
- ^ a b Sigma-Aldrich Co., product no. 105481.
- ^ Carl L. Yaws (2015), Thermophysical Properties of Chemicals and Hydrocarbons, 2nd Edition, Oxford, UK: Elsevier Inc., p. 604, ISBN 978-0-323-28659-6
- ^ Cite error: The named reference
Adamswas invoked but never defined (see the help page). - ^ P.C. Kierkus (2001), "1,3-Diphenylisobenzofuran", E-EROS Encyclopedia of Reagents for Organic Synthesis, doi:10.1002/047084289X.rd420, ISBN 0471936235
- ^ R.H. Young; K. Wehrly; R.L. Martin (1971), "Solvent effects in dye-sensitized photooxidation reactions", Journal of the American Chemical Society, vol. 93, no. 22, pp. 5774–5779, doi:10.1021/ja00751a031
- ^ J.A. Howard; G.D. Mendenhall (1975), "Autoxidation and photooxidation of 1,3-diphenylisobenzofuran: A kinetic and product study", Canadian Journal of Chemistry, vol. 53, no. 14, pp. 2199–2201, doi:10.1139/v75-307
- ^ P. Carloni; et al. (1993), "On the use of 1,3-diphenylisobenzofuran (DPBF). Reactions with carbon and oxygen centered radicals in model and natural systems", Res. Chem. Intermed., vol. 19, no. 5, pp. 395–405, doi:10.1163/156856793X00181, S2CID 94802096