(±)-(1-methyl-2-methylenecyclopentyl)methanol | 1449040-24-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (±)-(1-methyl-2-methylenecyclopentyl)methanol
• 英文别名: (1-Methyl-2-methylidenecyclopentyl)methanol；(1-methyl-2-methylidenecyclopentyl)methanol
• CAS: 1449040-24-7
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: WQRDDSLGCMEHMB-UHFFFAOYSA-N

物化性质

• 沸点：
  179.5±9.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (±)-tributyl (((2-methylcyclopent-1-enyl)methoxy)methyl)stannane 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以10%的产率得到(2-甲基环戊烯-1-基)甲醇
  参考文献：
  名称：

  Studies toward the Generation of Functionalized Quaternary Carbon Centers Relying on Wittig and Wittig–Still Allylic Ether Anionic Transpositions

  摘要：

  Although the [2,3]-Wittig and Wittig-Still rearrangements have long been known, their application in the generation of quaternary carbon centers in carbocyclic ring systems is sparse. Model studies utilizing this strategy and possible mechanisms are discussed herein. Unprecedented examples of an a-elimination pathway from stannylmethyl allyl ethers as a major undesired product in some Wittig-Still rearrangements are reported.

  DOI：

  10.1021/jo401488y

文献信息

• Studies toward the Generation of Functionalized Quaternary Carbon Centers Relying on Wittig and Wittig–Still Allylic Ether Anionic Transpositions
  作者：Stephen Hanessian、Stéphane Dorich、Amit Kumar Chattopadhyay、Martin Büschleb

  DOI：10.1021/jo401488y

  日期：2013.9.6

  Although the [2,3]-Wittig and Wittig-Still rearrangements have long been known, their application in the generation of quaternary carbon centers in carbocyclic ring systems is sparse. Model studies utilizing this strategy and possible mechanisms are discussed herein. Unprecedented examples of an a-elimination pathway from stannylmethyl allyl ethers as a major undesired product in some Wittig-Still rearrangements are reported.