(Z)-6,7-Dibromo-hept-5-en-2-one | 678163-60-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-6,7-Dibromo-hept-5-en-2-one
• CAS: 678163-60-5
• 化学式: C₇H₁₀Br₂O
• 分子量: 269.964
• InChiKey: WOIFSJKBFMYFTN-DAXSKMNVSA-N

物化性质

• 沸点：
  312.4±42.0 °C(Predicted)
• 密度：
  1.676±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  10.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (Z)-6,7-Dibromo-hept-5-en-2-one 在 盐酸 、 palladium diacetate 、 双(三甲基硅烷基)氨基钾 、 potassium carbonate 、 对甲苯磺酸 、 三苯基膦 作用下， 以 四氢呋喃 、 甲苯 、 苯 为溶剂， 反应 48.0h， 生成 (S)-9-Methyl-7-[4-oxo-pent-(Z)-ylidene]-1,2,3,6,7,9a-hexahydro-quinolizin-4-one
  参考文献：
  名称：

  Synthesis of the putative structures of homopumiliotoxins 235C and 233F

  摘要：

  A novel approach to diene based quinolizidines, using an intramolecular Heck reaction in which the vinyl bromide double bond undergoes inversion of configuration, is reported. These quinolizidines have previously been proposed as tentative structures for homopumiliotoxin alkaloids 233F and 235C. The mass spectral data of the synthetic materials were different to those of the natural products confirming that the original structures need to be revised. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.126
• 作为产物：
  描述：

  (Z)-6-Bromo-7-hydroxy-hept-5-en-2-one 在 三溴化磷 作用下， 以 乙醚 为溶剂， 以76%的产率得到(Z)-6,7-Dibromo-hept-5-en-2-one
  参考文献：
  名称：

  Synthesis of the putative structures of homopumiliotoxins 235C and 233F

  摘要：

  A novel approach to diene based quinolizidines, using an intramolecular Heck reaction in which the vinyl bromide double bond undergoes inversion of configuration, is reported. These quinolizidines have previously been proposed as tentative structures for homopumiliotoxin alkaloids 233F and 235C. The mass spectral data of the synthetic materials were different to those of the natural products confirming that the original structures need to be revised. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.126