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Polycyclic compound information


Longifolene, a terpene natural product, and an example of a tricyclic molecule
Cholesterol, another terpene natural product, in particular, a steroid, a class of tetracyclic molecules
Benzo[a]pyrene, a pentacyclic compound both natural and man-made
Pagodane, a man-made polycyclic compound

In the field of organic chemistry, a polycyclic compound is an organic compound featuring several closed rings of atoms, primarily carbon.[1] These ring substructures include cycloalkanes, aromatics, and other ring types. They come in sizes of three atoms and upward, and in combinations of linkages that include tethering (such as in biaryls), fusing (edge-to-edge, such as in anthracene and steroids), links via a single atom (such as in spiro compounds), bridged compounds, and longifolene. Though poly- literally means "many", there is some latitude in determining how many rings are required to be considered polycyclic; many smaller rings are described by specific prefixes (e.g., bicyclic, tricyclic, tetracyclic, etc.), and so while it can refer to these, the title term is used with most specificity when these alternative names and prefixes are unavailable.

In general, the term polycyclic includes polycyclic aromatic compounds, including polycyclic aromatic hydrocarbons, as well as heterocyclic aromatic compounds with multiple rings (where heteroaromatic compounds are aromatic compounds that contain sulfur, nitrogen, oxygen, or another non-carbon atoms in their rings in addition to carbon).

An example of a polycyclic compound based on a nitrogen cage is hexanitrohexaazaisowurtzitane.

Brevetoxin A, a natural product with ten rings, all fused, and all heterocyclic, and a toxic component associated with the organisms responsible for red tides. The R group at right refers to one of several possible four-carbon side chains. (See Brevetoxin.)


  1. ^ William Reusch. "Naming Organic Compounds". Michigan State University.

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Polycyclic compound

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In the field of organic chemistry, a polycyclic compound is an organic compound featuring several closed rings of atoms, primarily carbon. These ring substructures...

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Cyclic compound

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is formally a polycyclic compound, but is more specifically named as a bicyclic compound. Several examples of macrocyclic and polycyclic structures are...

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Polycyclic aromatic hydrocarbon

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A polycyclic aromatic hydrocarbon (PAH) is a class of organic compounds that is composed of multiple aromatic rings. The simplest representative is naphthalene...

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Aromatic compound

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of which have a substituted nitrogen Polycyclic aromatic hydrocarbons, also known as polynuclear aromatic compounds (PAHs) are aromatic hydrocarbons that...

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Polycyclic

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Look up polycyclic in Wiktionary, the free dictionary. Polycyclic may refer to: Polycyclic compound, a cyclic compound with more than one hydrocarbon loop...

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Bicyclic molecule

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2016-10-12. Retrieved 7 March 2016. "Bridged-bicyclic-rings-and-how-to-name-them". MasterOrganicChemistry. August 14, 2014. Polycyclic compound Bredt's rule...

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Alicyclic compound

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bicycloundecane, decalin, and housane. Polycyclic alkanes include cubane, basketane, and tetrahedrane. Spiro compounds have two or more rings that are connected...

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Organic compound

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define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical...

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Organic chemistry

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biochemical compounds such as alkaloids, vitamins, steroids, and nucleic acids (e.g. DNA, RNA). Rings can fuse with other rings on an edge to give polycyclic compounds...

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Polyquinane

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A polyquinane polycyclic compound consisting of fused five-membered hydrocarbon rings. If the compound is unsaturated instead of saturated, it is called...

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Naphthalene

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Naphthalene is an organic compound with formula C 10H 8. It is the simplest polycyclic aromatic hydrocarbon, and is a white crystalline solid with a characteristic...

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Synthetic musk

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stability of this compound class in harsh detergents led to its common use, which spurred further development of other polycyclic musks including Galaxolide...

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Favorskii rearrangement

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Chenier, Philip J. (1978). "Favorskii rearrangement in bridged polycyclic compounds". Journal of Chemical Education. 55 (5): 286. Bibcode:1978JChEd....

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Acenaphthene

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Acenaphthene is a polycyclic aromatic hydrocarbon (PAH) consisting of naphthalene with an ethylene bridge connecting positions 1 and 8. It is a colourless...

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Smelting

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aluminium smelters include carbonyl sulfide, hydrogen fluoride, polycyclic compounds, lead, nickel, manganese, polychlorinated biphenyls, and mercury...

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Sphingobium

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(RS)-2-(4-chloro-2-methylphenoxy) propionic acid and hexachlorocyclohexane, and polycyclic aromatic hydrocarbons. "Genus: Sphingobium". lpsn.dsmz.de. Retrieved 2021-10-10...

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Substituted benzofuran

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substituted benzofurans are a class of chemical compounds based on the heterocyclyc and polycyclic compound benzofuran. Many medicines use the benzofuran...

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Bufadienolide

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MeSH, bufadienolides and bufanolides are classified as follows: Polycyclic compounds Steroids Cardanolides Cardiac glycosides Bufanolides (includes bufenolides...

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Phenalene

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Sulfoxide-Phase Equilibrium Acidities of Selected Polycyclic Aromatic Compounds". Polycyclic Aromatic Compounds. 2 (1): 19–27. doi:10.1080/10406639108047854...

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Triphenylene

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Triphenylene is an organic compound with the formula (C6H4)3. A flat polycyclic aromatic hydrocarbon (PAH), it consists of four fused benzene rings. Triphenylene...

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Aromatic ring current

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evaluating the aromatics of each ring, which is especially useful for polycyclic compounds. Yet another method called the harmonic oscillator model of aromaticity...

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Fluoranthene

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Fluoranthene is a polycyclic aromatic hydrocarbon (PAH). The molecule can be viewed as the fusion of naphthalene and benzene unit connected by a five-membered...

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Hydrocarbon

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probe. Hydrocarbons are also abundant in nebulae forming polycyclic aromatic hydrocarbon compounds. Burning hydrocarbons as fuel, which produces carbon dioxide...

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Radical anion

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encountered in organic chemistry as reduced derivatives of polycyclic aromatic compounds, e.g. sodium naphthenide. An example of a non-carbon radical...

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