Isobenzofuran

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Isobenzofuran
Isobenzofuran.svg
Isobenzofuran-3D-balls.png
Names
Preferred IUPAC name
2-Benzofuran [1]
Other names
2-Oxa-2H-isoindene; Benzo[c]furan
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
  • InChI=1S/C8H6O/c1-2-4-8-6-9-5-7(8)3-1/h1-6H Yes check.svgY
    Key: UXGVMFHEKMGWMA-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C8H6O/c1-2-4-8-6-9-5-7(8)3-1/h1-6H
    Key: UXGVMFHEKMGWMA-UHFFFAOYAR
  • o2cc1ccccc1c2
Properties
C8H6O
Molar mass 118.13 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Isobenzofuran is a bicyclic heterocycle consisting of fused cyclohexa-1,3-diene and furan rings. It is isomeric with benzofuran.

Isobenzofuran is highly reactive and rapidly polymerizes; however, it has been identified [2] and prepared by thermolysis of suitable precursors and trapped at low temperature. [3]

Though isobenzofuran itself is not stable, it is the parent of related stable compounds with more complex structures, [4] such as the hindered analogue 1,3-diphenylisobenzofuran.

Related Research Articles

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Meitnerium Chemical element, symbol Mt and atomic number 109

Meitnerium is a synthetic chemical element with the symbol Mt and atomic number 109. It is an extremely radioactive synthetic element. The most stable known isotope, meitnerium-278, has a half-life of 4.5 seconds, although the unconfirmed meitnerium-282 may have a longer half-life of 67 seconds. The GSI Helmholtz Centre for Heavy Ion Research near Darmstadt, Germany, first created this element in 1982. It is named after Lise Meitner.

Noble gas Group of low-reactive, gaseous chemical elements

The noble gases make up a class of chemical elements with similar properties; under standard conditions, they are all odorless, colorless, monatomic gases with very low chemical reactivity. The six naturally occurring noble gases are helium (He), neon (Ne), argon (Ar), krypton (Kr), xenon (Xe), and the radioactive radon (Rn).

Promethium Chemical element, symbol Pm and atomic number 61

Promethium is a chemical element with the symbol Pm and atomic number 61. All of its isotopes are radioactive; it is extremely rare, with only about 500–600 grams naturally occurring in Earth's crust at any given time. Promethium is one of only two radioactive elements that are followed in the periodic table by elements with stable forms, the other being technetium. Chemically, promethium is a lanthanide. Promethium shows only one stable oxidation state of +3.

Scandium Chemical element, symbol Sc and atomic number 21

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Darmstadtium Chemical element, symbol Ds and atomic number 110

Darmstadtium is a chemical element with the symbol Ds and atomic number 110. It is an extremely radioactive synthetic element. The most stable known isotope, darmstadtium-281, has a half-life of approximately 12.7 seconds. Darmstadtium was first created in 1994 by the GSI Helmholtz Centre for Heavy Ion Research in the city of Darmstadt, Germany, after which it was named.

Roentgenium Chemical element, symbol Rg and atomic number 111

Roentgenium is a chemical element with the symbol Rg and atomic number 111. It is an extremely radioactive synthetic element that can be created in a laboratory but is not found in nature. The most stable known isotope, roentgenium-282, has a half-life of 100 seconds, although the unconfirmed roentgenium-286 may have a longer half-life of about 10.7 minutes. Roentgenium was first created in 1994 by the GSI Helmholtz Centre for Heavy Ion Research near Darmstadt, Germany. It is named after the physicist Wilhelm Röntgen, who discovered X-rays. Only a few roentgenium atoms have ever been synthesized, and they have no current practical application beyond that of scientific study.

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Krypton difluoride Chemical compound

Krypton difluoride, KrF2 is a chemical compound of krypton and fluorine. It was the first compound of krypton discovered. It is a volatile, colourless solid. The structure of the KrF2 molecule is linear, with Kr−F distances of 188.9 pm. It reacts with strong Lewis acids to form salts of the KrF+ and Kr
2
F+
3
cations.

Plutonium hexafluoride Chemical compound

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4
F, which would be an ionic solid.

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3
. The preparation of borane carbonyl, BH3(CO), played an important role in exploring the chemistry of boranes, as it indicated the likely existence of the borane molecule. However, the molecular species BH3 is a very strong Lewis acid. Consequently it is highly reactive and can only be observed directly as a continuously produced, transitory, product in a flow system or from the reaction of laser ablated atomic boron with hydrogen.

HP-505

HP-505 is a triple reuptake inhibitor that was investigated by Hoechst-Roussel Pharmaceuticals. In mice, HP-505 was a potent inhibitor of tetrabenazine-induced ptosis which may indicate antidepressant activity.

References

  1. International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 218. doi:10.1039/9781849733069. ISBN   978-0-85404-182-4.
  2. Fieser, L. F.; Haddadin, M. J. (1964). "Isobenzofuran, a Transient Intermediate". Journal of the American Chemical Society . 86 (10): 2081–2082. doi:10.1021/ja01064a044.
  3. Wege, D. (1971). "Isolation of Isobenzofuran". Tetrahedron Letters . 12 (25): 2337–2338. doi:10.1016/S0040-4039(01)96856-X.
  4. Joule, J. A.; Mills, K.; Smith, G. F. (1995). Heterocyclic Chemistry (3rd ed.). CRC Press. pp. 364–365. ISBN   978-0748740697.