2-methyl-4-(2,3,3-trimethyl-cyclopent-1-en-1-yl)buttersaeure | 153646-07-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-methyl-4-(2,3,3-trimethyl-cyclopent-1-en-1-yl)buttersaeure
• CAS: 153646-07-2
• 化学式: C₁₃H₂₂O₂
• 分子量: 210.316
• InChiKey: NYSALTPQSJSDJK-UHFFFAOYSA-N

物化性质

• 沸点：
  313.5±21.0 °C(predicted)
• 密度：
  0.962±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-methyl-4-(2,3,3-trimethyl-cyclopent-1-en-1-yl)buttersaeure 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以82%的产率得到2-methyl-4-(2,3,3-trimethyl-cyclopent-1-en-1-yl)butanol
  参考文献：
  名称：

  Synthese und Reaktionen von ?-Campholenverbindungen

  摘要：

  In contrast to the well known alpha-campholenic (B) and fencholenic compounds (C) little is known about beta-campholenic derivatives (A) because of their difficult accessibilitiy. Beta-campholenic compounds (A) can be obtained: (1) by Baeyer-Villiger oxidation of camphor via lactone 7 and beta-dihydrocampholenic lactone (5); (2) by Beckmann fragmentation of camphor oxime via alpha-(2) and beta-campholenic nitril (3) and the lactone 5; and (3) by acid catalysed rearrangement of alpha-campholenic derivatives (B, 17a, b). The beta-analogous brahmanol (14) can be synthesized by the reaction of the beta-campholenic bromide (11) with methyl diethyl malonate or by rearrangement of brahmanol.

  DOI：

  10.1002/prac.19933350607
• 作为产物：
  描述：

  樟脑 在 吡啶 、 过氧乙酸 、 氢氧化钾 、 lithium aluminium tetrahydride 、 硫酸 、 sodium acetate 、 sodium 、 lithium bromide 作用下， 以 乙醚 、 乙醇 、 氯仿 、 丙酮 为溶剂， 反应 38.5h， 生成 2-methyl-4-(2,3,3-trimethyl-cyclopent-1-en-1-yl)buttersaeure
  参考文献：
  名称：

  Synthese und Reaktionen von ?-Campholenverbindungen

  摘要：

  In contrast to the well known alpha-campholenic (B) and fencholenic compounds (C) little is known about beta-campholenic derivatives (A) because of their difficult accessibilitiy. Beta-campholenic compounds (A) can be obtained: (1) by Baeyer-Villiger oxidation of camphor via lactone 7 and beta-dihydrocampholenic lactone (5); (2) by Beckmann fragmentation of camphor oxime via alpha-(2) and beta-campholenic nitril (3) and the lactone 5; and (3) by acid catalysed rearrangement of alpha-campholenic derivatives (B, 17a, b). The beta-analogous brahmanol (14) can be synthesized by the reaction of the beta-campholenic bromide (11) with methyl diethyl malonate or by rearrangement of brahmanol.

  DOI：

  10.1002/prac.19933350607