(Z)-1-chloro-1-nonene

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (Z)-1-chloro-1-nonene
• 英文别名: (Z)-1-chloronon-1-ene
• 化学式: C₉H₁₇Cl
• 分子量: 160.687
• InChiKey: DPFHKZQZYLXEKH-HJWRWDBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  E-1-nonenylcatecholborane 在 2,6-dimethyl-pyridine; compound with iodine monochloride 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 (Z)-1-chloro-1-nonene
  参考文献：
  名称：

  取代的吡啶-碘氯化物配合物诱导的立体选择性氯-脱硼反应

  摘要：

  一类基于氯化碘和取代吡啶的新型电荷转移配合物，具有许多有趣且独特的结构特征，可用于对某些乙烯基硼酸酯进行立体控制的氯代脱硼反应，以生成 (1Z)-烯基氯化物产率良好。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

  DOI：

  10.1002/ejoc.200400855

文献信息

• Samarium-Mediatedβ-Elimination in Dihalo Alcohols: Diastereoselective Synthesis of (Z)-Vinyl Halides
  作者：José M. Concellón、Pablo L. Bernad、Juan A. Pérez-Andrés

  DOI：10.1002/(sici)1521-3773(19990816)38:16<2384::aid-anie2384>3.0.co;2-3

  日期：1999.8.16

  High diastereoselectivity in beta-elimination reactions of O-acetyl 1,1-dihaloalkan-2-ols to give (Z)-vinyl halides was achieved by using samarium diiodide [Eq. (1)]. The reaction was also highly diastereoselective and totally chemoselective when a mixture of diastereoisomers was used as substrate (X(1), X(2)=halogen; X(1) not equal X(2)).
• On the mechanism and origin of the stereoselectivity in iodo-deboronation and chloro-deboronation of hindered alkenyl boronate esters using either ICl–NaOMe or ICl–pyridine
  作者：Andrew P. Lightfoot、Steven J.R. Twiddle、Andrew Whiting

  DOI：10.1016/j.tetlet.2004.09.096

  日期：2004.11

  Conversion of hindered alkenyl boronate esters into the corresponding iodoalkene, or alkenyl chloride can be carried out stereoselectively using ICl. In the presence of NaOMe, direct reaction of ICl is favoured yielding the E-iodoalkene, however, the reaction with ICl followed by NaOMe can be used to give different major alkenyl iodide and chloride products, depending upon reaction temperature, ICl source and alkenyl boronate stereoelectronics. (C) 2004 Elsevier Ltd. All rights reserved.
• MAUZE, B.;ONGOKA, P.;MIGINIAC, L., J. ORGANOMET. CHEM., 1984, 264, N 1-2, 1-7
  作者：MAUZE, B.、ONGOKA, P.、MIGINIAC, L.

  DOI：——

  日期：——
• Stereoselective Chloro-Deboronation Reactions Induced by Substituted Pyridine-Iodine Chloride Complexes
  作者：Andrei S. Batsanov、Judith A. K. Howard、Andrew P. Lightfoot、Steven J. R. Twiddle、Andrew Whiting

  DOI：10.1002/ejoc.200400855

  日期：2005.5

  A novel class of charge-transfer complexes based on iodine chloride and substituted pyridines, which possess a number of interesting and unique structural features, can be employed to bring about a stereocontrolled chloro-deboronation of certain vinyl boronates to generate the (1Z)-alkenyl chlorides in good yields. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

  一类基于氯化碘和取代吡啶的新型电荷转移配合物，具有许多有趣且独特的结构特征，可用于对某些乙烯基硼酸酯进行立体控制的氯代脱硼反应，以生成 (1Z)-烯基氯化物产率良好。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)