八氯萘
化合物
八氯萘是一种有机化合物,化学式为C10Cl8。它是难溶于水的黄色固体[1][2],于2015年作为多氯萘列入斯德哥尔摩公约附录A和附录C中。[3]它可由萘在磺酰氯中在氯化铁的存在下和氯气反应制得[4];或由萘和氯气在五氯化锑的存在下于150~210 °C反应得到。[5]它和乙硫醇钠在DMF中反应,可以得到八(乙硫基)萘。[6]它在45~50 °C可以被五氟化钒氧化,得到C10Cl8F8和VF4。[7]
八氯萘 | |
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识别 | |
CAS号 | 2234-13-1 ![]() |
SMILES |
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性质 | |
化学式 | C10Cl8 |
摩尔质量 | 403.73 g·mol−1 |
外观 | 黄色固体 |
密度 | 2.0 g·cm−3[1] |
熔点 | 197.5—198 °C(470.6—471.1 K) |
沸点 | 440 °C(713 K) |
溶解性(水) | 难溶 |
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。 |
参见
编辑参考文献
编辑- ^ 1.0 1.1 Octachlornaphthalin. GESTIS-Stoffdatenbank. [2020-03-10].
- ^ Jeanne Mager Stellman. Encyclopaedia of Occupational Health and Safety. International Labour Organization. 1998: 298. ISBN 978-92-2-109817-1.
- ^ All POPs listed in the Stockholm Convention. UN environment programme. [2020-01-09]. (原始内容存档于2022-02-09).
- ^ I.L. Knunyants; G.G. Yakobson. Syntheses of Fluoroorganic Compounds. Springer Science & Business Media. 6 December 2012: 114. ISBN 978-3-642-70207-5.
- ^ Houben-Weyl Methods of Organic Chemistry Vol. V/3, 4th Edition: Fluorine and Chlorine Compounds. Georg Thieme Verlag. 14 May 2014: 670. ISBN 978-3-13-179994-4.
- ^ Mayer, Roland; Decker, Daniel; Kniess, Torsten; Lang, Reinhard. Nucleophilic substitution of octachloronaphthalene with organothiolates. Zeitschrift fuer Chemie, 1990. 30 (11): 404-405. ISSN: 0044-2402.
- ^ Vadim V. Bardin, Svetlana G. Bardina. Fluorine addition to polychlorinated and polybrominated ethenes and arenes using vanadium pentafluoride. Journal of Fluorine Chemistry. 2004-10, 125 (10): 1411–1414 [2021-01-09]. doi:10.1016/j.jfluchem.2004.01.013. (原始内容存档于2018-06-22) (英语).
- ^ Brady, John H.; Redhouse, Alan D.; Wakefield, Basil J. Polyhaloaromatic compounds. Part 47. Synthesis and molecular structure of octabromonaphthalene. Journal of Chemical Research, Synopses, 1982. 6. pp 137.
- ^ N. R. Conley, J. J. Lagowski. Synthesis of Periodonaphthalene, C 10 I 8 : Permercuration and Subsequent Iododemercuration of Naphthalene in a Triiodide Solution. Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry. 2003-01-12, 33 (10): 1741–1745 [2021-01-09]. ISSN 0094-5714. doi:10.1081/SIM-120026544 (英语).