Difference between revisions of "Nomenclature of polycyclic compounds"
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The '''nomenclature of polycyclic compounds''' is a specialised area of [[Nomenclature of organic chemistry|organic nomenclature]]. There are several methods, depending on the particular compound: | The '''nomenclature of polycyclic compounds''' is a specialised area of [[Nomenclature of organic chemistry|organic nomenclature]]. There are several methods, depending on the particular compound: | ||
| − | *[[von Baeyer nomenclature]], including | + | *[[von Baeyer nomenclature]],<ref name="von Baeyer">{{IUPAC von Baeyer 1999}}.</ref> including |
| − | **[[spiro nomenclature]] | + | **[[spiro nomenclature]]<ref name="spiro">{{IUPAC spiro 1999}}.</ref> |
| − | *[[fusion nomenclature]] | + | *[[fusion nomenclature]]<ref name="fusion">{{IUPAC fused rings 1998}}.</ref> |
| − | *[[Nomenclature of natural products|natural product nomenclature]], which can be further subdivided into | + | *[[Nomenclature of natural products|natural product nomenclature]],<ref>{{IUPAC natural products 1999}}.</ref> which can be further subdivided into |
| − | **[[Nomenclature of steroids|steroid nomenclature]] | + | **[[Nomenclature of steroids|steroid nomenclature]]<ref>{{IUPAC-IUB steroids 1989}}.</ref> |
**[[Nomenclature of terpenes|terpene nomenclature]] | **[[Nomenclature of terpenes|terpene nomenclature]] | ||
**[[Nomenclature of alkaloids|alkaloid nomenclature]] | **[[Nomenclature of alkaloids|alkaloid nomenclature]] | ||
| + | *[[Nomenclature of heterocyclic compounds|heterocyclic nomenclature]] contains several [[retained name]]s for bi- and tri-cyclic compounds | ||
While there may be choice of nomenclature methods for a given compound, it is normal to use natural product nomenclature for [[steroid]]s, [[terpene]]s, [[alkaloid]]s and other compounds of biological origin; fusion nomenclature for fused ring systems such as [[polycyclic aromatic hydrocarbon]]s; and von Baeyer nomenclature for other polycyclic compounds. The systems are not completely independent of one another. | While there may be choice of nomenclature methods for a given compound, it is normal to use natural product nomenclature for [[steroid]]s, [[terpene]]s, [[alkaloid]]s and other compounds of biological origin; fusion nomenclature for fused ring systems such as [[polycyclic aromatic hydrocarbon]]s; and von Baeyer nomenclature for other polycyclic compounds. The systems are not completely independent of one another. | ||
==Definitions== | ==Definitions== | ||
;Polycyclic compound | ;Polycyclic compound | ||
| − | A compound which, for nomenclature purposes, requires at least two scissions to convert it into an open-chain compound | + | A compound which, for nomenclature purposes, requires at least two scissions to convert it into an open-chain compound.<ref name="von Baeyer"/> |
;Spiro compound | ;Spiro compound | ||
| − | A compound which has two (or three) rings which have only one atom in common and the two (or three) rings are not linked by a bridge. The common atom is known as a [[spiro atom]]. | + | A compound which has two (or three) rings which have only one atom in common and the two (or three) rings are not linked by a bridge. The common atom is known as a [[spiro atom]].<ref name="spiro"/> |
;Fusion | ;Fusion | ||
| − | The process of joining rings, for nomenclature purposes, so that two rings have two atoms and one bond in common, the resulting compound being regarded as being derived from the two rings as separate entities. | + | The process of joining rings, for nomenclature purposes, so that two rings have two atoms and one bond in common, the resulting compound being regarded as being derived from the two rings as separate entities.<ref name="fusion"/> |
==References== | ==References== | ||
{{reflist}} | {{reflist}} | ||
| + | |||
| + | [[Category:Chemical nomenclature|Polycyclic compounds]] | ||
{{CC-BY-3.0}} | {{CC-BY-3.0}} | ||
Latest revision as of 06:32, 21 November 2009
The nomenclature of polycyclic compounds is a specialised area of organic nomenclature. There are several methods, depending on the particular compound:
- von Baeyer nomenclature,[1] including
- fusion nomenclature[3]
- natural product nomenclature,[4] which can be further subdivided into
- heterocyclic nomenclature contains several retained names for bi- and tri-cyclic compounds
While there may be choice of nomenclature methods for a given compound, it is normal to use natural product nomenclature for steroids, terpenes, alkaloids and other compounds of biological origin; fusion nomenclature for fused ring systems such as polycyclic aromatic hydrocarbons; and von Baeyer nomenclature for other polycyclic compounds. The systems are not completely independent of one another.
Definitions
- Polycyclic compound
A compound which, for nomenclature purposes, requires at least two scissions to convert it into an open-chain compound.[1]
- Spiro compound
A compound which has two (or three) rings which have only one atom in common and the two (or three) rings are not linked by a bridge. The common atom is known as a spiro atom.[2]
- Fusion
The process of joining rings, for nomenclature purposes, so that two rings have two atoms and one bond in common, the resulting compound being regarded as being derived from the two rings as separate entities.[3]
References
- ↑ 1.0 1.1 Extension and Revision of the von Baeyer System for naming Polycyclic Compounds (including Bicyclic Compounds) (IUPAC Recommendations 1999). Pure Appl. Chem., 71 (3), 513–29. DOI: 10.1351/pac199971030513.
- ↑ 2.0 2.1 Extension and Revision of the Nomenclature for Spiro Compounds (IUPAC Recommendations 1999). Pure Appl. Chem. 1999, 71 (3), 531–58. DOI: 10.1351/pac199971030531.
- ↑ 3.0 3.1 Nomenclature of Fused and Bridged Fused Ring Systems (IUPAC Recommendations 1998). Pure Appl. Chem., 70 (1), 143–216. DOI: 10.1351/pac199870010143.
- ↑ Revised Section F: Natural Products and Related Compounds (IUPAC Recommendations 1999). Pure Appl. Chem., 71 (4), 587–643. DOI: 10.1351/pac199971040587.
- ↑ Nomenclature of Steroids (IUPAC–IUB Recommendations 1989). Pure Appl. Chem., 61 (10), 1783–1822. DOI: 10.1351/pac198961101783.
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