(+)-(1S,2S,5S,6R,9S,10R)-1,2,5,6,9,10-hexabromocyclododecane | 678970-16-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: (+)-(1S,2S,5S,6R,9S,10R)-1,2,5,6,9,10-hexabromocyclododecane
• 英文别名: (+)β-HBCD；1S,2S,5S,6R,9S,10R-β-hexabromocyclododecane；Cyclododecane, 1,2,5,6,9,10-hexabromo-, (1R,2S,5R,6S,9S,10S)-；(1S,2R,5S,6S,9S,10R)-1,2,5,6,9,10-hexabromocyclododecane
• CAS: 678970-16-6
• 化学式: C₁₂H₁₈Br₆
• 分子量: 641.699
• InChiKey: DEIGXXQKDWULML-WUFAPUTGSA-N

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

反应信息

• 作为产物：
  描述：

  六溴环十二烷 生成 (+)-(1S,2S,5S,6R,9S,10R)-1,2,5,6,9,10-hexabromocyclododecane 、 Alpha-六溴环十二烷
  参考文献：
  名称：

  Crystal structure analysis of enantiomerically pure (+) and (−) β-hexabromocyclododecanes

  摘要：

  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.

  DOI：

  10.1016/j.chemosphere.2006.09.051

文献信息

• 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.