(E/Z)-1-bromo-2-methyl-7-phenoxyhept-1-ene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E/Z)-1-bromo-2-methyl-7-phenoxyhept-1-ene
• 英文别名: (7-bromo-6-methylhept-6-enoxy)benzene
• 化学式: C₁₄H₁₉BrO
• 分子量: 283.208
• InChiKey: BGJNCBSPPSOZMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  16.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1,2-dibromo-2-methyl-7-phenoxyheptane 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 苯 为溶剂， 反应 7.0h， 以98%的产率得到(E/Z)-1-bromo-2-methyl-7-phenoxyhept-1-ene
  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.