1,2-dibromo-2-methyl-7-phenoxyheptane | 257290-45-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-dibromo-2-methyl-7-phenoxyheptane
• 英文别名: (6,7-Dibromo-6-methylheptoxy)benzene
• CAS: 257290-45-2
• 化学式: C₁₄H₂₀Br₂O
• 分子量: 364.12
• InChiKey: NDSMSBIWILVRSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,2-dibromo-2-methyl-7-phenoxyheptane 在 双(三甲基硅烷基)氨基钾 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 17.0h， 以35%的产率得到2-(2-phenoxyethyl)-1-methylcyclopentene
  参考文献：
  名称：

  Cyclization of 1,1-Disubstituted Alkenes to Cyclopentenes

  摘要：

  A general method for the cyclization of an unactivated 1,1-disubstituted alkene such as 1 to the corresponding cyclopentene 5 is described. Bromination followed by the addition of strong base in the same pot gave the vinyl bromide 3, which reacted further in situ to give the alkylidene carbene 4. This then inserted 1,5 into a C-H bond to give the cyclopentene 5.

  DOI：

  10.1021/jo991311z
• 作为产物：
  描述：

  2-methyl-7-phenoxyhept-1-ene 在 溴 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以93%的产率得到1,2-dibromo-2-methyl-7-phenoxyheptane
  参考文献：
  名称：

  Cyclization of 1,1-Disubstituted Alkenes to Cyclopentenes

  摘要：

  A general method for the cyclization of an unactivated 1,1-disubstituted alkene such as 1 to the corresponding cyclopentene 5 is described. Bromination followed by the addition of strong base in the same pot gave the vinyl bromide 3, which reacted further in situ to give the alkylidene carbene 4. This then inserted 1,5 into a C-H bond to give the cyclopentene 5.

  DOI：

  10.1021/jo991311z

文献信息

• Cyclization of 1,1-Disubstituted Alkenes to Cyclopentenes
  作者：Douglass F. Taber、Thomas E. Christos、Timothy D. Neubert、Dolly Batra

  DOI：10.1021/jo991311z

  日期：1999.12.1

  A general method for the cyclization of an unactivated 1,1-disubstituted alkene such as 1 to the corresponding cyclopentene 5 is described. Bromination followed by the addition of strong base in the same pot gave the vinyl bromide 3, which reacted further in situ to give the alkylidene carbene 4. This then inserted 1,5 into a C-H bond to give the cyclopentene 5.