1-(3-bromohepta-1,2-dienyl)-2-chloro-benzene | 1139686-77-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3-bromohepta-1,2-dienyl)-2-chloro-benzene
• CAS: 1139686-77-3
• 化学式: C₁₃H₁₄BrCl
• 分子量: 285.611
• InChiKey: FODBYNYACASZCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-(3-bromohepta-1,2-dienyl)-2-chloro-benzene 、 苯硼酸 在 potassium phosphate monohydrate 、 bis(diphenylphosphinoacetate-O,P)palladium(II) 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 以83%的产率得到1-chloro-2-(3-phenylhepta-1,2-dienyl)benzene
  参考文献：
  名称：

  Suzuki reaction of bromoallenes with arylboronic acids using an air-stable palladium complex Pd(Ph2PCH2CO2)2 as a precatalyst

  摘要：

  Suzuki reaction of bromoallenes with arylboronic acids was successfully performed by using an air-stable hemilabile P-O coordinated cyclopalladated complex Pd(Ph2PCH2CO2)(2) as a precatalyst, and the corresponding coupling products were obtained in satisfactory to excellent yields. All products are unknown compounds which were characterized by H-1 NMR, C-13 NMR, IR, and HRMS. (C) 2010 Xiu Juan Feng. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.01.042
• 作为产物：
  描述：

  1-(2-chlorophenyl)hept-2-yn-1-ol 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以62%的产率得到1-(3-bromohepta-1,2-dienyl)-2-chloro-benzene
  参考文献：
  名称：

  N-卤代琥珀酰亚胺/PPh3在炔丙醇卤化制备卤代丙烯中的新应用

  摘要：

  摘要 开发了一种以炔丙醇为原料，通过N-卤代琥珀酰亚胺和三苯基膦的试剂组合制备卤代丙二烯的高效、简便的新方法。氯丙二烯 2 和溴丙二烯 3 仅以中等至良好的收率和区域选择性获得。

  DOI：

  10.1080/00397910902883587

文献信息

• New Application of <i>N</i>-Halosuccinimide/PPh₃ for the Halogenation of Propargyl Alcohols to Haloallenes
  作者：Xin Du、Yao Dai、Ren He、Shirong Lu、Ming Bao

  DOI：10.1080/00397910902883587

  日期：2009.10.12

  Abstract An efficient and convenient new method has been developed for the preparation of haloallenes from propargyl alcohols by a reagent combination of N-halosuccinimide and triphenylphosphine. Chloroallenes 2 and bromoallenes 3 were obtained exclusively in moderate to good yields with regioselectivity.

  摘要 开发了一种以炔丙醇为原料，通过N-卤代琥珀酰亚胺和三苯基膦的试剂组合制备卤代丙二烯的高效、简便的新方法。氯丙二烯 2 和溴丙二烯 3 仅以中等至良好的收率和区域选择性获得。
• Suzuki reaction of bromoallenes with arylboronic acids using an air-stable palladium complex Pd(Ph2PCH2CO2)2 as a precatalyst
  作者：Xin Du、Xiu Juan Feng、Ying Liu、Ren He、Ming Bao

  DOI：10.1016/j.cclet.2010.01.042

  日期：2010.6

  Suzuki reaction of bromoallenes with arylboronic acids was successfully performed by using an air-stable hemilabile P-O coordinated cyclopalladated complex Pd(Ph2PCH2CO2)(2) as a precatalyst, and the corresponding coupling products were obtained in satisfactory to excellent yields. All products are unknown compounds which were characterized by H-1 NMR, C-13 NMR, IR, and HRMS. (C) 2010 Xiu Juan Feng. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.