1,3-Diphenylisobenzofuran

1,3-Diphenylisobenzofuran
Names
Preferred IUPAC name
1,3-Diphenyl-2-benzofuran
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.024.371
EC Number
  • 226-808-5
UNII
  • InChI=1S/C20H14O/c1-3-9-15(10-4-1)19-17-13-7-8-14-18(17)20(21-19)16-11-5-2-6-12-16/h1-14H
    Key: ZKSVYBRJSMBDMV-UHFFFAOYSA-N
  • C1=CC=C(C=C1)C2=C3C=CC=CC3=C(O2)C4=CC=CC=C4
Properties
C20H14O
Molar mass 270.33 g·mol−1
Appearance pale yellow to dark yellow crystalline powder
Density 1.0717 g·cm−3 bei 25 °C
Melting point * 125–126 °C
  • 128–130 °C
almost insoluble
Solubility in acetonitrile, benzene, dichloromethane, chloroform, dimethylsulfoxide, tetrahydrofuran or toluene soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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 for the determination of singlet oxygen, even in biological systems. Cycloadditions with 1,3-diphenylisobenzofuran and subsequent oxygen cleavage provide access to a variety of polyaromatics.

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