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5471-63-6 - 1,3-Diphenylisobenzofuran, 97% - 1,3-Diphenylbenzo[c]furan - L00101 - Alfa Aesar

L00101 1,3-Diphenylisobenzofuran, 97%

CAS Number
5471-63-6
Synonyms
1,3-Diphenylbenzo[c]furan

Size Price ($) Quantity Availability
1g 23.90
5g 76.10
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1,3-Diphenylisobenzofuran, 97%

MDL
MFCD00005931
EINECS
226-808-5

Chemical Properties

Formula
C20H14O
Formula Weight
270.33
Melting point
131-136°
Sensitivity
Air & Light Sensitive
Solubility
Soluble in toluene. Insoluble in water.

Applications

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.

Notes

Air & Light Sensitive. Store away from strong oxidizing agents. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.

Literature References

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).

Other References

Beilstein
199922
Harmonized Tariff Code
2932.99
TSCA
No

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