Thermal rearrangement of aromatic hydrocarbons information
Figure 1. Top) Thermal isomerization of azulene to naphthalene; Bottom) Thermal automerization of naphthalene.
Thermal rearrangements of aromatic hydrocarbons are considered to be unimolecular reactions that directly involve the atoms of an aromatic ring structure and require no other reagent than heat. These reactions can be categorized in two major types: one that involves a complete and permanent skeletal reorganization (isomerization), and one in which the atoms are scrambled but no net change in the aromatic ring occurs (automerization).[1] The general reaction schemes of the two types are illustrated in Figure 1.
This class of reactions was uncovered through studies on the automerization of naphthalene as well as the isomerization of unsubstituted azulene, to naphthalene. Research on thermal rearrangements of aromatic hydrocarbons has since been expanded to isomerizations and automerizations of benzene and polycyclic aromatic hydrocarbons.
^Scott, Lawrence T. (1982). "Thermal rearrangements of aromatic compounds". Accounts of Chemical Research. 15 (2): 52–58. doi:10.1021/ar00074a004.
and 23 Related for: Thermal rearrangement of aromatic hydrocarbons information
Thermalrearrangementsofaromatichydrocarbons are considered to be unimolecular reactions that directly involve the atoms of an aromatic ring structure...
phenols: rearrangementof esters in the Fries rearrangementrearrangementof N-phenylhydroxylamines in the Bamberger rearrangement dealkylation of phenolic...
weight hydrocarbon fractions of petroleum (crude oils) into gasoline, alkene gases, and other petroleum products. The cracking of petroleum hydrocarbons was...
"Effect of interactions of biomass constituents on polycyclic aromatichydrocarbons (PAH) formation during fast pyrolysis" (PDF). Journal of Analytical...
because of the separation of the lone pair from the aromatic ring system, the nitrogen atom cannot exhibit a positive mesomeric effect. Many analogues of pyridine...
Journal of Chemical Physics titled "A molecular theory of reactivity in aromatichydrocarbons." Though widely criticized at the time, he later shared...
Polycarbonate molecules (such as the aromatic ring) absorb UV radiation. This absorbed energy causes cleavage of covalent bonds which initiates the photo-aging...
The use of trifluoroperacetic acid with boron trifluoride causes oxidation of alkenes and aromatic rings with concomitant rearrangementof the molecular...
H2O}}} Propyne, also industrially useful, is also prepared by thermal cracking ofhydrocarbons. Alkynes are prepared from 1,1- and 1,2-dihaloalkanes by double...
of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring...
carbon atom of carbonyl groups, carbocations or sulfur or nitronium cations. This reaction takes place almost exclusively in aromatichydrocarbons, where it...
methylcyclopentane, the result of an unexpected rearrangement reaction. In 1894, Baeyer synthesized cyclohexane starting with a ketonization of pimelic acid followed...
high vapour pressure assists with cold starts. The aromatichydrocarbons are unsaturated hydrocarbons that have one or more benzene rings. They tend to...
in sandwich compounds. Cyclooctatetraene also undergoes rearrangement reactions to form aromatic ring systems. For instance, oxidation with aqueous mercury(II)...
especially in hydrocarbons, are worsened. Typically, they have a fluorine content of about 67 weight percent. Type-5 FKMs are composed of VDF, HFP, TFE...
-une, for the hydrocarbons CnH2n+2, CnH2n, CnH2n−2, CnH2n−4, CnH2n−6. In modern nomenclature, the first three specifically name hydrocarbons with single...
methods. The former family of triazines can be synthesized by thermalrearrangementof 2-azidocyclopropenes. Also mainly of specialized interest, the 1...
from polycyclic aromatichydrocarbon molecules. Extending the ability to design and create nanothread architecture from a non-aromatic, saturated molecule...
the chemical compound with the formula C6H5(CN), abbreviated PhCN. This aromatic organic compound is a colorless liquid with a sweet bitter almond odour...
been prepared by bicyclotrimerization of dimethylacetylene with aluminium chloride. It undergoes a rearrangement reaction with hydrohalic acids to which...
Global Information