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Cyclic molecule : ウィキペディア英語版
Cyclic compound
A cyclic compound (''ring compound'') is a term for a compound in the field of chemistry in which one or more series of atoms in the compound is connected to form a ring. Rings may vary in size from three to many atoms, and include examples where all the atoms are carbon (i.e., are carbocycles), none of the atoms are carbon (inorganic cyclic compounds), or where both carbon and non-carbon atoms are present (heterocyclic compounds). Depending on the ring size, the bond order of the individual links between ring atoms, and their arrangements within the rings, carbocyclic and heterocyclic compounds may be aromatic or non-aromatic, in the latter case, they may vary from being fully saturated to having varying numbers of multiple bonds between the ring atoms. Because of the tremendous diversity allowed, in combination, by the valences of common atoms and their ability to form rings, the number of possible cyclic structures, even of small size (e.g., <17 total atoms) numbers in the many billions.
natural cyclic compounds." widths="250 px" align=center>
Image: Ingenol.svg| Ingenol, a complex, terpenoid natural product, related to but simpler than the paclitaxel that follows, which displays a complex ring structure including 3-, 5-, and 7-membered non-aromatic, carbocyclic rings.
Image:First_four_cycloalkanes.png | Cycloalkanes, the simplest carbocycles, including cyclopropane, cyclobutane, cyclopentane, and cyclohexane. Note, elsewhere an organic chemistry shorthand is used where hydrogen atoms are inferred as present to fill the carbon's valence of 4 (rather than their being shown explicitly).
Image:Taxol.svg | Paclitaxel, another complex, plant-derived terpenoid, also a natural product, displaying a complex multi-ring structure including 4-, 6-, and 8-membered rings (carbocyclic and heterocyclic, aromatic and non-aromatic).

Adding to their complexity and number, closing of atoms into rings may lock particular atoms with distinct substitution (by functional groups) such that stereochemistry and chirality of the compound results, including some manifestations that are unique to rings (e.g., configurational isomers). As well, depending on ring size, the three-dimensional shapes of particular cyclic structures—typically rings of 5-atoms and larger—can vary and interconvert such that conformational isomerism is displayed. Indeed, the development of this important chemical concept arose, historically, in reference to cyclic compounds. Finally, cyclic compounds, because of the unique shapes, reactivities, properties, and bioactivities that they engender, are the largest majority of all molecules involved in the biochemistry, structure, and function of living organisms, and in the man-made molecules (e.g., drugs, herbicides, etc).
==Structural introduction==
A ''cyclic compound or ring compound'' is a compound at least some of whose atoms are connected to form a ring.〔.〕 Rings vary in size from 3 to many tens or even hundreds of atoms. Examples of ring compounds readily include cases where:
* all the atoms are carbon (i.e., are carbocycles),
* none of the atoms are carbon (inorganic cyclic compounds),〔I. Halduc, 1961, "Classification of inorganic cyclic compounds," ''J. Struct. Chem.'' 2(3):350-358, see (), accessed 8 April 2015.〕 or where
* both carbon and non-carbon atoms are present (heterocyclic compounds).
Common atoms can (as a result of their valences) form varying numbers of bonds, and many common atoms readily form rings. In addition, depending on the ring size, the bond order of the individual links between ring atoms, and their arrangements within the rings, cyclic compounds may be aromatic or non-aromatic; in the case of non-aromatic cyclic compounds, they may vary from being fully saturated to having varying numbers of multiple bonds. As a consequence of the constitutional variability that is thermodynamically possible in cyclic structures, the number of possible cyclic structures, even of small size (e.g., <17 atoms) numbers in the many billions.〔Jean-Louis Reymond, 2015, "The Chemical Space Project," ''Acc. Chem. Res.,'' 48(3), 722-730, DOI 10.1021/ar500432k, see (), accessed 7 April 2015.〕
Moreover, the closing of atoms into rings may lock particular functional groupsubstituted atoms into place, resulting in stereochemistry and chirality being associated with the compound, including some manifestations that are unique to rings (e.g., configurational isomers);〔William Reusch, 2010, "Stereoisomers Part I," In ''Virtual Textbook of Organic Chemistry,'' Michigan State University, see (), accessed 7 April 2015.〕 As well, depending on ring size, the three-dimensional shapes of particular cyclic structures—typically rings of 5-atoms and larger—can vary and interconvert such that conformational isomerism is displayed.〔

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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