(E)-1-Phenyl-but-1-en-1-ol | 6052-55-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-1-Phenyl-but-1-en-1-ol
• 英文别名: Phenylbutenol；1-phenylbut-1-en-1-ol
• CAS: 6052-55-7
• 化学式: C₁₀H₁₂O
• 分子量: 148.205
• InChiKey: VGHJVWDOYZQIJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  2-乙基苯丁酮 生成 乙烯 、 (E)-1-Phenyl-but-1-en-1-ol
  参考文献：
  名称：

  Is the McLafferty rearrangement of ketones concerted or stepwise? The application of kinetic isotope effects

  摘要：

  AbstractIntramolecular 13C and 2H isotope effects have been measured for unimolecular losses of ethene (the McLafferty rearrangement) from metastable molecular ions of 2‐ethyl‐1‐phenylbutanl‐1‐one, 3‐ethylpentan‐2‐one and heptan‐4‐one. Primary and secondary deuterium isotope effects are observed at the γ‐(terminal) and β‐positions, respectively. Large primary 13C isotope effects occur at β‐positions and for the y positions of γ‐ethylpentan‐2‐one and heptan‐4‐one. The carbon isotope effects in the cases of the doubly isotopically labelled CH3COCH(C2H5)(13CH2CH3) and CD3COCD(C2D5)(13CD2CD3) are 1.17 (±0.01) and 1.04 (±0.01), respectively. All of these isotope effects are consistent with a stepwise mechanism in which more than one step is rate determining.

  DOI：

  10.1002/oms.1210270319

文献信息

• Is the McLafferty rearrangement of ketones concerted or stepwise? The application of kinetic isotope effects
  作者：Michael B. Stringer、Dennis J. Underwood、John H. Bowie、Colin E. Allison、Kevin F. Donchi、Peter J. Derrick

  DOI：10.1002/oms.1210270319

  日期：1992.3

  AbstractIntramolecular 13C and 2H isotope effects have been measured for unimolecular losses of ethene (the McLafferty rearrangement) from metastable molecular ions of 2‐ethyl‐1‐phenylbutanl‐1‐one, 3‐ethylpentan‐2‐one and heptan‐4‐one. Primary and secondary deuterium isotope effects are observed at the γ‐(terminal) and β‐positions, respectively. Large primary 13C isotope effects occur at β‐positions and for the y positions of γ‐ethylpentan‐2‐one and heptan‐4‐one. The carbon isotope effects in the cases of the doubly isotopically labelled CH3COCH(C2H5)(13CH2CH3) and CD3COCD(C2D5)(13CD2CD3) are 1.17 (±0.01) and 1.04 (±0.01), respectively. All of these isotope effects are consistent with a stepwise mechanism in which more than one step is rate determining.