Matches in DBpedia 2015-10 for { <http://dbpedia.org/resource/Barrelene> ?p ?o }
- Barrelene abstract "Barrelene is a bicyclic organic compound with chemical formula C8H8 and systematic name bicyclo[2.2.2]octa-2,5,7-triene. First synthesized and described by H. E. Zimmerman in 1960 the name derives from the obvious resemblance to a barrel, with the staves being three ethylene units attached to two methine groups. It is the formal Diels-Alder adduct of benzene and acetylene. Due to its unusual molecular geometry the compound is of considerable interest to theoretical chemists. Like benzene, barrelene has a set of 6 cyclic, but not planar, overlapping p-orbitals. Because of overlap of opposite-sign lobes, the structure represents Möbius aromaticity.Barrelene with set of p-orbitalsTriptycenes, with the alkene groups part of an arene, are related compounds. It is also a starting material for many other organic compounds such as semibullvalene.The original Zimmerman synthesis modified in 1969 starts from coumalic acid:Barrelene Synthesis Zimmermann 1969(* The conversion of the bis-N-tosyl-imine into the bis-N-tosylacetamide analog, by mean of NaHCO3/Dioxane, seems a misprint.In fact the oxidation level of the tosylamide is one notch higher than tosylimine, but no oxidizing agent is reported.Maybe hydrogen peroxyde in place of water could have been cited in original work ?)many alternative routes have been devised since then, one of them starting from oxepin: Barrelene Synthesis 1997An alternate route that allows synthesis of the parent barrelene system and a variety of substituted barrelenes has also been reportedSubstituted Barrelene Synthesis".
- Barrelene iupacName "Bicyclo[2.2.2]octa-2,5,7-triene".
- Barrelene thumbnail Barrelene_structure.png?width=300.
- Barrelene wikiPageID "5292881".
- Barrelene wikiPageLength "7864".
- Barrelene wikiPageOutDegree "57".
- Barrelene wikiPageRevisionID "670377254".
- Barrelene wikiPageWikiLink 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone.
- Barrelene wikiPageWikiLink 9-crown-3.
- Barrelene wikiPageWikiLink Acetone.
- Barrelene wikiPageWikiLink Acetylene.
- Barrelene wikiPageWikiLink Adams_catalyst.
- Barrelene wikiPageWikiLink Adamss_catalyst.
- Barrelene wikiPageWikiLink Atomic_orbital.
- Barrelene wikiPageWikiLink Barrel.
- Barrelene wikiPageWikiLink Benzene.
- Barrelene wikiPageWikiLink Bicyclic.
- Barrelene wikiPageWikiLink Bicyclic_molecule.
- Barrelene wikiPageWikiLink Bicyclooctane.
- Barrelene wikiPageWikiLink Boron_trifluoride.
- Barrelene wikiPageWikiLink Bromination.
- Barrelene wikiPageWikiLink Bromine.
- Barrelene wikiPageWikiLink Bullvalene.
- Barrelene wikiPageWikiLink Carbon_tetrachloride.
- Barrelene wikiPageWikiLink Category:Alkenes.
- Barrelene wikiPageWikiLink Chemical_formula.
- Barrelene wikiPageWikiLink Chirality_(chemistry).
- Barrelene wikiPageWikiLink Coumalic_acid.
- Barrelene wikiPageWikiLink Coupling_reaction.
- Barrelene wikiPageWikiLink Crown_ether.
- Barrelene wikiPageWikiLink Cubane.
- Barrelene wikiPageWikiLink Cyclooctatetraene.
- Barrelene wikiPageWikiLink Diels-Alder.
- Barrelene wikiPageWikiLink Diels–Alder_reaction.
- Barrelene wikiPageWikiLink Enantiomer.
- Barrelene wikiPageWikiLink Epoxidation.
- Barrelene wikiPageWikiLink Epoxide.
- Barrelene wikiPageWikiLink Ethanol.
- Barrelene wikiPageWikiLink Ethylene.
- Barrelene wikiPageWikiLink Fischer_carbene.
- Barrelene wikiPageWikiLink Halogenation.
- Barrelene wikiPageWikiLink Howard_Zimmerman.
- Barrelene wikiPageWikiLink Hydrogenation.
- Barrelene wikiPageWikiLink Isomerisation.
- Barrelene wikiPageWikiLink Isomerization.
- Barrelene wikiPageWikiLink Isopentane.
- Barrelene wikiPageWikiLink Methine.
- Barrelene wikiPageWikiLink Methine_group.
- Barrelene wikiPageWikiLink Molecular_geometry.
- Barrelene wikiPageWikiLink Monomer.
- Barrelene wikiPageWikiLink Möbius_aromaticity.
- Barrelene wikiPageWikiLink Organic_compound.
- Barrelene wikiPageWikiLink Oxepin.
- Barrelene wikiPageWikiLink Oxone.
- Barrelene wikiPageWikiLink P-orbital.
- Barrelene wikiPageWikiLink Photodissociation.
- Barrelene wikiPageWikiLink Photolysis.
- Barrelene wikiPageWikiLink Photosensitizer.
- Barrelene wikiPageWikiLink Poly(p-phenylene_vinylene).
- Barrelene wikiPageWikiLink Potassium_peroxymonosulfate.
- Barrelene wikiPageWikiLink Rearrangement_reaction.
- Barrelene wikiPageWikiLink Ring-opening_metathesis_polymerisation.
- Barrelene wikiPageWikiLink Ring_opening_metathesis_polymerization.
- Barrelene wikiPageWikiLink Semibullvalene.
- Barrelene wikiPageWikiLink Strain_energy.
- Barrelene wikiPageWikiLink Systematic_name.
- Barrelene wikiPageWikiLink Tetrachloromethane.
- Barrelene wikiPageWikiLink Transition_metal_carbene_complex.
- Barrelene wikiPageWikiLink Triptycene.
- Barrelene wikiPageWikiLink File:Barrelene.gif.
- Barrelene wikiPageWikiLink File:Barrelene1996Synthesis.png.
- Barrelene wikiPageWikiLink File:BarreleneBromination.png.
- Barrelene wikiPageWikiLink File:BarreleneMO_representation.png.
- Barrelene wikiPageWikiLink File:BarrelenePolymerization.png.
- Barrelene wikiPageWikiLink File:BarreleneSynthesisZimmermann.png.
- Barrelene wikiPageWikiLink File:TrioxatrishomocubaneSynthesis.png.
- Barrelene wikiPageWikiLinkText "Barrelene".
- Barrelene wikiPageWikiLinkText "barrelene".
- Barrelene hasPhotoCollection Barrelene.
- Barrelene imagefilel "Barrelene structure.png".
- Barrelene imagefiler "Barrelene 3D.png".
- Barrelene iupacname "Bicyclo[2.2.2]octa-2,5,7-triene".
- Barrelene verifiedrevid "410628703".
- Barrelene watchedfields "changed".
- Barrelene wikiPageUsesTemplate Template:Chembox.
- Barrelene subject Category:Alkenes.
- Barrelene hypernym Compound.
- Barrelene type ChemicalCompound.
- Barrelene type ChemicalSubstance.
- Barrelene type Alkene.
- Barrelene type Hydrocarbon.
- Barrelene type ChemicalObject.
- Barrelene type Thing.
- Barrelene type Q11173.
- Barrelene comment "Barrelene is a bicyclic organic compound with chemical formula C8H8 and systematic name bicyclo[2.2.2]octa-2,5,7-triene. First synthesized and described by H. E. Zimmerman in 1960 the name derives from the obvious resemblance to a barrel, with the staves being three ethylene units attached to two methine groups. It is the formal Diels-Alder adduct of benzene and acetylene. Due to its unusual molecular geometry the compound is of considerable interest to theoretical chemists.".
- Barrelene label "Barrelene".
- Barrelene sameAs Barrelene.
- Barrelene sameAs Barreleen.
- Barrelene sameAs m.0dc_hy.
- Barrelene sameAs Barelen.