Alpha-六溴环十二烷 | 138257-18-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 中文名称: Alpha-六溴环十二烷
• 英文名称: (±)-β-1,2,5,6,9,10-hexabromocyclododecane
• 英文别名: 1S,2S,5S,6R,9S,10R-β-hexabromocyclododecane；hexabromocyclododecane；(+/-)β-HBCD；β-HBCD；(1R,2R,5S,6R,9S,10R)-1,2,5,6,9,10-hexabromocyclododecane
• CAS: 138257-18-8；134237-51-7
• 化学式: C₁₂H₁₈Br₆
• 分子量: 641.699
• InChiKey: DEIGXXQKDWULML-UFVWWTPHSA-N

物化性质

• 熔点：
  154-157°C
• 沸点：
  505.2±50.0 °C(Predicted)
• 密度：
  2.145±0.06 g/cm3(Predicted)
• 溶解度：
  氯仿（微溶，加热）、DMSO（微溶）、乙酸乙酯（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  六溴环十二烷	1,2,5,6,9,10-hexabromocyclododecane	3194-55-6	C12H18Br6	641.699
  ——	rac-(1R,2R,5R,6S,9S,10R)-1,2,5,6,9,10-hexabromocyclododecane	134237-52-8	C12H18Br6	641.699
  ——	tetrabromocyclododecane	——	C12H18Br4	481.891

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	(+)-(1S,2S,5S,6R,9S,10R)-1,2,5,6,9,10-hexabromocyclododecane	678970-16-6	C12H18Br6	641.699

反应信息

• 作为产物：
  描述：

  tetrabromocyclododecane 、 溴 生成 Alpha-六溴环十二烷
  参考文献：
  名称：

  MATSUBA, TAKAO;KAWABATA, KOJI;KUBO, MASASIGE;TOIDA, YOSHIHARU;SERA, TOMOK+, TOSO KEHNKYU XOKOKU, 35,(1991) N, S. 57-67

  摘要：

  DOI：

文献信息

• An extensive study of bromination of cis,trans,trans-1,5,9-cyclododecatriene: product structures and conformations
  作者：Keith Smith、Chia-Hui Liu、Gamal A. El-Hiti、Gurvinder S. Kang、Elfyn Jones、Simon G. Clement、Alex D. Checquer、Oliver W. Howarth、Michael B. Hursthouse、Simon J. Coles

  DOI：10.1039/b417156j

  日期：——

  Bromine has been added to cis,trans,trans-1,5,9-cyclododecatriene under various reaction conditions. All expected direct addition products have been isolated, and their structures have been determined by microanalysis, NMR and X-ray crystallography. Advanced NMR techniques were used to determine solution conformations of several of the compounds, enabling comparison with the solid-state conformations

  在各种反应条件下，已将溴添加到顺式，反式，反式，1,5,9-环十二碳三烯中。已分离出所有预期的直接加成产物，并通过微量分析，NMR和X射线晶体学确定了它们的结构。使用先进的NMR技术确定几种化合物的溶液构象，从而可以与通过晶体学获得的固态构象进行比较。
• Crystal structure analysis of enantiomerically pure (+) and (−) β-hexabromocyclododecanes
  作者：Norbert V. Heeb、W. Bernd Schweizer、Peter Mattrel、Regula Haag、Martin Kohler

  DOI：10.1016/j.chemosphere.2006.09.051

  日期：2007.1

  The molecular structures of individual HBCD stereoisomers are not elucidated yet. Recently, we isolated 8 of the 16 possible stereoisomers from a technical HBCD mixture and tentatively assigned their relative configurations. Herein we report on the isolation of enantiomerically pure (+) and (-) beta-HBCDs, both obtained from preparative chiral-phase liquid chromatography, and we present their absolute configurations determined from X-ray diffraction analysis. The absolute configuration of (+) beta-HBCD was found to be (1S, 2S, 5S, 6R, 9S, 10R), while the one of (-) beta-HBCD was assigned to (1R, 2R, 5R, 6S, 9R, 10S). The given structural information allows, for the first time, the unambiguous identification of these two important HBCD stereoisomers, which are typically found in technical products at proportions of about 3-5% for each enantiomer. (c) 2006 Elsevier Ltd. All rights reserved.
• MATSUBA, TAKAO;KAWABATA, KOJI;KUBO, MASASIGE;TOIDA, YOSHIHARU;SERA, TOMOK+, TOSO KEHNKYU XOKOKU, 35,(1991) N, S. 57-67
  作者：MATSUBA, TAKAO、KAWABATA, KOJI、KUBO, MASASIGE、TOIDA, YOSHIHARU、SERA, TOMOK+

  DOI：——

  日期：——