Terphenyl

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Terphenyls are a group of closely related aromatic hydrocarbons. Also known as diphenylbenzenes or triphenyls , they consist of a central benzene ring substituted with two phenyl groups. There are three substitution patterns : ortho -terphenyl, meta -terphenyl , and para -terphenyl. Commercial grade terphenyl is generally a mixture of the three isomers. This mixture is used in the production of polychlorinated terphenyls , which were formerly used as heat storage and transfer agents. One example is atromentin , a pigment found in some mushrooms. These natural p -terphenyls are better described as diphenylquinones or diphenylhydroquinones.

Terphenyl

This also led to the first alternate form of meta-terphenyl synthesis, which involved passing gaseous benzene and toluene through a hot glass tube. By the s, focus had shifted to experimenting with the reactivity of meta-terphenyl and its potential use as a ligand. The first verified modified version of meta-terphenyl was created in by Arthur Wardner and Alexander Lowy and led to the creation of nitro-substituted meta-terphenyls as well as amino-meta-terphenyls from the oxidation of the nitro-substituted compounds. Breadsher and I. Swerlick publishing a review of all known reactions that meta-terphenyl could undergo. Ames also wrote an article detailing not only reactions of meta-terphenyls, but also covering all the different experimental methods to obtain meta-terphenyl known at the time. During this time, the method of producing meta-terphenyl had remained the same. While people did experiment with other ways to obtain the compound, for the most part the method of heating benzene in a glass tube remained the primary method. In , however, G. Woods and Irwin Tucker put forth an alternative method. Instead of heating benzene, they found that a combination of dihydroresocinol and two equivalents of phenyllithium would create unsymmetrical meta-terphenyl molecules. This method would remain the most popular form of making meta-terphenyls until the end of the 20 th century. It was during this time that it was discovered that meta-terphenyls occurred in nature. As the demand for meta-terphenyl and its derivatives grew through the latter half of the 20 th century, it became necessary to increase the yield of reactions producing meta-terphenyls as well as have the ability to uniquely create symmetric and unsymmetric meta-terphenyls to investigate their reactivity as well utilize their increased steric control. Such a method was discovered by Akbar Saednya and Harold Hart in

Follow the links above to find out more about the data in these sites and their terms terphenyl usage, terphenyl. Some m-terphenyl compounds occur in plants. M-terphenyls have also been quite helpful in getting preliminary structures of divalent lithium and sodiumterphenyl both molecules had substantial stabilization from the electron-rich meta-terphenyl group.

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Federal government websites often end in. The site is secure. The central ring of p -Terphenyls is usually modified into more oxidized forms, e. In some cases, additional ring systems were observed on the terphenyl-type core structure or between two benzene moieties. In this review, we will mainly summarize the structural diversity and biological activity of naturally occurring p -Terphenyls referring to the research works published before. The online version contains supplementary material available at

Terphenyl

What is this information? Department of Transportation hazard labels, and a general description of the chemical. White or light-yellow needles or leaves. Density: 1. Insoluble in water. Soluble in hot benzene.

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Forrest; Tucker, Irwin W. Arthur; Lowy, Alexander Enter the desired X axis range e. Coordination Chemistry Reviews. The Diphenylbenzenes. PubChem CID. Precautionary statements. Your institution may already be a subscriber. Yermakov, Alexy A. This process, while it continues to be developed, has many promising applications such as the prevention and treatment of bacterial infections. Read Edit View history. Terphenyls are a group of closely related aromatic hydrocarbons. There are three substitution patterns : ortho -terphenyl, meta -terphenyl , and para -terphenyl. Their large size can help to sterically force a certain reaction to take place, however they are mainly used to stabilize compounds that would be unstable otherwise.

The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.

Check here for automatic Y scaling 3. N verify what is Y N? This led to increased yields of larger terphenyl compounds, however as the size of the substituents has been hypothesized to have a limit due to the increased steric hinderance of the molecule. There are three substitution patterns : ortho -terphenyl, meta -terphenyl , and para -terphenyl. Using an excess of Grignard reagent that had a phenyl group attached, meta-terphenyl was able to be made quickly, in one step, with a relatively high yield. Toggle limited content width. Select a region with data to zoom. Hazard statements. Forrest; Tucker, Irwin W. Additionally, reaction to add other bulky substituents to the center phenyl group has been shown to discourage rotation of the outer phenyl groups in hopes of stabilizing boron and silicon radicals and bonded complexes. PMID