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|Section2= |Section3= |Section7= |Section8= }} Pyrene is a polycyclic aromatic hydrocarbon (PAH) consisting of four fused benzene rings, resulting in a flat aromatic system. The chemical formula is . This colorless solid is the smallest peri-fused PAH (one where the rings are fused through more than one face). Pyrene forms during incomplete combustion of organic compounds. ==Occurrence and reactivity== Pyrene was first isolated from coal tar, where it occurs up to 2% by weight. As a peri-fused PAH, pyrene is much more resonance-stabilized than its five-member-ring containing isomer fluoranthene. Therefore, it is produced in a wide range of combustion conditions. For example, automobiles produce about 1 μg/km.〔Senkan, Selim and Castaldi, Marco (2003) "Combustion" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim. 〕 More than 20% of the carbon in the universe may be associated with PAHs, including pyrene. Oxidation with chromate affords perinaphthenone and then naphthalene-1,4,5,8-tetracarboxylic acid. It undergoes a series of hydrogenation reactions, and it is susceptible to halogenation, Diels-Alder additions, and nitration, all with varying degrees of selectivity.〔 Bromination occurs at one of the 3-positions.〔Gumprecht, W. H. (1968) "3-Bromopyrene" Org. Synth., vol. 48, p. 30. 〕 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「pyrene」の詳細全文を読む スポンサード リンク
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