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Bullvalene information


Bullvalene
Names
Preferred IUPAC name
Tricyclo[3.3.2.02,8]deca-3,6,9-triene
Other names
Bullvalen
Identifiers
CAS Number
  • 1005-51-2 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 120549 checkY
PubChem CID
  • 136796
UNII
  • ZQZ1X09E2B checkY
CompTox Dashboard (EPA)
  • DTXSID80143348 Edit this at Wikidata
InChI
  • InChI=1S/C10H10/c1-4-8-9-5-2-7(1)3-6-10(8)9/h1-10H checkY
    Key: UKFBVTJTKMSPMI-UHFFFAOYSA-N checkY
  • InChI=1/C10H10/c1-4-8-9-5-2-7(1)3-6-10(8)9/h1-10H
    Key: UKFBVTJTKMSPMI-UHFFFAOYAK
SMILES
  • C\2=C\C/1\C=C/C3C(\C=C\1)C/23
Properties
Chemical formula
C10H10
Molar mass 130.19 g/mol
Melting point 96 °C (205 °F; 369 K)
Boiling point decomposition at about 400 °C (752 °F; 673 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Bullvalene is a hydrocarbon with the chemical formula C10H10. The molecule has a cage-like structure formed by the fusion of one cyclopropane and three cyclohepta-1,4-diene rings. Bullvalene is unusual as an organic molecule due to the C−C and C=C bonds forming and breaking rapidly on the NMR timescale; this property makes it a fluxional molecule.[1]

  1. ^ Addison Ault (2001). "The Bullvalene Story. The Conception of Bullvalene, a Molecule That Has No Permanent Structure". Journal of Chemical Education. 78 (7): 924. Bibcode:2001JChEd..78..924A. doi:10.1021/ed078p924.

and 11 Related for: Bullvalene information

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Bullvalene

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Bullvalene is a hydrocarbon with the chemical formula C10H10. The molecule has a cage-like structure formed by the fusion of one cyclopropane and three...

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List of chemical compounds with unusual names

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1016/S0040-4020(01)99207-5.[dead link] Ault, Addison (2001). "The Bullvalene Story. The Conception of Bullvalene, a Molecule That Has No Permanent Structure". J. Chem...

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Cope rearrangement

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Cope rearrangement causes the fluxional states of the molecules in the bullvalene family. The Cope rearrangement is the prototypical example of a concerted...

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C10H10

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C10H10 may refer to: Compounds sharing the molecular formula: Basketene Bullvalene Cyclodecapentaene Dialin Divinylbenzene Diisopropenyldiacetylene Pentaprismane...

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Tautomer

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and oxepin. Other examples of this type of tautomerism can be found in bullvalene, and in open and closed forms of certain heterocycles, such as organic...

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William von Eggers Doering

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synthesis and the Parikh-Doering oxidation, prediction of the existence of bullvalene as a fluxional molecule, and elucidation of the mechanism of the Baeyer–Villiger...

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Fluxional molecule

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highlighted below, other classic examples include the Cope rearrangement in bullvalene and the chair inversion in cyclohexane. For processes that are too slow...

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Polyquinane

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6 aromatic membered rings: the acenes Triquinacene is isomeric with: bullvalene, diisopropenyldiacetylene IUPAC, Compendium of Chemical Terminology, 2nd...

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List of compounds with carbon number 10

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27605-76-1 C10H9NO5W isocyanobutanetungsten pentacarbonyl 21077-26-9 C10H10 bullvalene 1005-51-2 C10H10 diisopropenyldiacetylene 5187-81-5 C10H10Cl2Nb niobocene...

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Organoiron chemistry

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of polyunsaturated hydrocarbons, e.g. cycloheptatriene, azulene, and bullvalene. In the case of cyclooctatetraene (COT), derivatives include Fe(COT)2...

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Robin Ferrier

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at McMaster University. A polycyclic ketone "barbaralone", related to bullvalene was named after her. Ferrier attended George Heriot's School for all of...

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