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isoquinoline : ウィキペディア英語版
isoquinoline

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Isoquinoline is a heterocyclic aromatic organic compound. It is a structural isomer of quinoline. Isoquinoline and quinoline are benzopyridines, which are composed of a benzene ring fused to a pyridine ring. In a broader sense, the term isoquinoline is used to make reference to isoquinoline derivatives. 1-Benzylisoquinoline is the structural backbone in naturally occurring alkaloids including papaverine. The isoquinoline ring in these natural compound derives from the aromatic amino acid tyrosine.〔Gilchrist, T.L. (1997). ''Heterocyclic Chemistry'' (3rd ed.). Essex, UK: Addison Wesley Longman.〕〔Harris, J.; Pope, W.J. "''iso''Quinoline and the ''iso''Quinoline-Reds" Journal of the Chemical Society (1922) volume 121, pp. 1029–1033.〕〔Katritsky, A.R.; Pozharskii, A.F. (2000). ''Handbook of Heterocyclic Chemistry'' (2nd ed.). Oxford, UK: Elsevier.〕〔Katritsky, A.R.; Rees, C.W.; Scriven, E.F. (Eds.). (1996). ''Comprehensive Heterocyclic Chemistry II: A Review of the Literature 1982–1995'' (Vol. 5). Tarrytown, NY: Elsevier.〕〔Nagatsu, T. "Isoquinoline neurotoxins in the brain and Parkinson's disease" Neuroscience Research (1997) volume 29, pp. 99–111.〕〔O'Neil, Maryadele J. (Ed.). (2001). ''The Merck Index'' (13th ed.). Whitehouse Station, NJ: Merck.〕
==Properties==
Isoquinoline is a colorless hygroscopic liquid at room temperature with a penetrating, unpleasant odor. Impure samples can appear brownish, as is typical for nitrogen heterocycles. It crystallizes platelets that have a low solubility in water but dissolve well in ethanol, acetone, diethyl ether, carbon disulfide, and other common organic solvents. It is also soluble in dilute acids as the protonated derivative.
Being an analog of pyridine, isoquinoline is a weak base, with a pKa of 5.14.〔 It protonates to form salts upon treatment with strong acids, such as HCl. It forms adducts with Lewis acids, such as BF3.

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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