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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:
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 ...
It and 1,2-pentadiene are the least common isomers of pentadiene. Well known derivatives containing pentadiene groups include hexadienes , cyclopentadiene , and especially three fatty acids linoleic acid , α- linolenic acid , and arachidonic acid as well as their triglyceride esters (fats).
Structure of (t Bu 3 C 5 H 2) 2 Fe 2 N 2. The (tert-butyl)cyclopentadiene is prepared by alkylation of cyclopentadiene with tert-butyl bromide in the presence of sodium hydride and dibenzo-18-crown-6. [1] The intermediate in this synthesis is di-tert-butylcyclopentadiene. This compound is conveniently prepared by alkylation of cyclobutadiene ...
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.
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 ...
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] Being a cycloaddition reaction, it has high atom economy.
Benzene, the most widely recognized aromatic compound with six delocalized π-electrons (4n + 2, for n = 1). In organic chemistry, Hückel's rule predicts that a planar ring molecule will have aromatic properties if it has 4n + 2 π-electrons, where n is a non-negative integer.