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  2. Cyclopentadiene - Wikipedia

    en.wikipedia.org/wiki/Cyclopentadiene

    Cyclopentadiene is a highly reactive diene in the Diels–Alder reaction because minimal distortion of the diene is required to achieve the envelope geometry of the transition state compared to other dienes. [11] Famously, cyclopentadiene dimerizes. The conversion occurs in hours at room temperature, but the monomer can be stored for days at ...

  3. Aromatization - Wikipedia

    en.wikipedia.org/wiki/Aromatization

    The process, which is catalyzed by platinum supported by aluminium oxide, is exemplified in the conversion methylcyclohexane (a naphthene) into toluene (an aromatic). [2] Dehydrocyclization converts paraffins (acyclic hydrocarbons) into aromatics. [3] A related aromatization process includes dehydroisomerization of methylcyclopentane to benzene:

  4. Diels–Alder reaction - Wikipedia

    en.wikipedia.org/wiki/Diels–Alder_reaction

    The reaction of cyclopentadiene and butenone for example is 700 times faster in water relative to 2,2,4-trimethylpentane as solvent. [14] Several explanations for this effect have been proposed, such as an increase in effective concentration due to hydrophobic packing [15] or hydrogen-bond stabilization of the transition state. [16]

  5. Cyclopentene - Wikipedia

    en.wikipedia.org/wiki/Cyclopentene

    Cyclopentadiene Cyclobutene: Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ...

  6. Alkyne trimerisation - Wikipedia

    en.wikipedia.org/wiki/Alkyne_trimerisation

    An alkyne trimerisation is a [2+2+2] cycloaddition reaction in which three alkyne units (C≡C) react to form a benzene ring. The reaction requires a metal catalyst.The process is of historic interest as well as being applicable to organic synthesis. [1]

  7. Sumanene - Wikipedia

    en.wikipedia.org/wiki/Sumanene

    The core of the arene is a benzene ring and the periphery consists of alternating benzene rings (3) and cyclopentadiene rings (3). Unlike fullerene , sumanene has benzyl positions which are available for organic reactions .

  8. Sandmeyer reaction - Wikipedia

    en.wikipedia.org/wiki/Sandmeyer_reaction

    The Sandmeyer reaction provides a method through which one can perform unique transformations on benzene, such as halogenation, cyanation, trifluoromethylation, and hydroxylation. The reaction was discovered in 1884 by Swiss chemist Traugott Sandmeyer , when he attempted to synthesize phenylacetylene from benzenediazonium chloride and copper(I ...

  9. Dicyclopentadiene - Wikipedia

    en.wikipedia.org/wiki/Dicyclopentadiene

    The spontaneous dimerization of neat cyclopentadiene at room temperature to form dicyclopentadiene proceeds to around 50% conversion over 24 hours and yields the endo isomer in better than 99:1 ratio as the kinetically favored product (about 150:1 endo:exo at 80 °C). [6] However, prolonged heating results in isomerization to the exo isomer.