3-cyclopropylidene-1-methyl-1-(prop-1-en-2-yl)cyclopentane | 1432447-62-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 3-cyclopropylidene-1-methyl-1-(prop-1-en-2-yl)cyclopentane
• 英文别名: 3-Cyclopropylidene-1-methyl-1-prop-1-en-2-ylcyclopentane；3-cyclopropylidene-1-methyl-1-prop-1-en-2-ylcyclopentane
• CAS: 1432447-62-5
• 化学式: C₁₂H₁₈
• 分子量: 162.275
• InChiKey: KCMSKSQALIHLMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3-cyclopropylidene-1-methyl-1-(prop-1-en-2-yl)cyclopentane 在 六氟磷酸银 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 、
  参考文献：
  名称：

  Gold(I)-Catalyzed Formation of Bicyclo[4.2.0]oct-1-enes

  摘要：

  Gold(I) catalysts effectively promote the Cope rearrangement of acyclic 1,S-dienes bearing a terminal cyclopropylidene. When this methodology is applied to cyclic substrates an unexpected transformation occurs, resulting in the formation of a tricyclic compound incorporating a bicyclo[4.2.0]oct-1-ene core, a portion of which is found in a number of natural products. Density functional theory calculations (M06 and M06-2X) reveal insight into the mechanism and thermodynamics of this unique transformation.

  DOI：

  10.1021/jo400139g
• 作为产物：
  描述：

  3-甲基-2-环戊烯-1-酮 在 copper(l) iodide 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 25.5h， 生成 3-cyclopropylidene-1-methyl-1-(prop-1-en-2-yl)cyclopentane
  参考文献：
  名称：

  Gold(I)-Catalyzed Formation of Bicyclo[4.2.0]oct-1-enes

  摘要：

  Gold(I) catalysts effectively promote the Cope rearrangement of acyclic 1,S-dienes bearing a terminal cyclopropylidene. When this methodology is applied to cyclic substrates an unexpected transformation occurs, resulting in the formation of a tricyclic compound incorporating a bicyclo[4.2.0]oct-1-ene core, a portion of which is found in a number of natural products. Density functional theory calculations (M06 and M06-2X) reveal insight into the mechanism and thermodynamics of this unique transformation.

  DOI：

  10.1021/jo400139g

文献信息

• Gold(I)-Catalyzed Formation of Bicyclo[4.2.0]oct-1-enes
  作者：Ryan J. Felix、Osvaldo Gutierrez、Dean J. Tantillo、Michel R. Gagné

  DOI：10.1021/jo400139g

  日期：2013.6.7

  Gold(I) catalysts effectively promote the Cope rearrangement of acyclic 1,S-dienes bearing a terminal cyclopropylidene. When this methodology is applied to cyclic substrates an unexpected transformation occurs, resulting in the formation of a tricyclic compound incorporating a bicyclo[4.2.0]oct-1-ene core, a portion of which is found in a number of natural products. Density functional theory calculations (M06 and M06-2X) reveal insight into the mechanism and thermodynamics of this unique transformation.