1-氯-1-苯基-2-苯氧基丙烷 | 117860-73-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-氯-1-苯基-2-苯氧基丙烷
• 英文名称: 1-chloro-1-phenyl-2-phenoxypropane
• 英文别名: (1-Chloro-2-phenoxypropyl)benzene
• CAS: 117860-73-8
• 化学式: C₁₅H₁₅ClO
• 分子量: 246.737
• InChiKey: KSTNDRKXSTUIFB-UHFFFAOYSA-N

物化性质

• 沸点：
  356.7±30.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-氯-1-苯基-2-苯氧基丙烷 在 偶氮二异丁腈 、 三甲基锡 作用下， 以 苯 为溶剂， 反应 0.25h， 生成 1-丙烯基苯 、 1-phenyl-2-phenoxypropane
  参考文献：
  名称：

  Absolute rate constants for the .beta.-scission reaction of the 1-phenyl-2-phenoxypropyl radical: a model for radical reactions of lignin

  摘要：

  Absolute rate expression for beta-scission of the phenoxy radical from the 1-phenyl-2-phenoxypropyl radical, forming cis- and trans-beta-methylstyrene, were determined by competition of beta-scission (k-beta) with abstraction of hydrogen from trimethylstannane (k(abs)). Relative rates (k-beta/k(abs)) were converted to absolute rates (k-beta)) by using a rate expression determined for abstraction of hydrogen atom from tributylstannane by the phenylethyl radical: log [k(abs)/(M-1s-1)] = (9.31 +/- 0.30) - (7.11 +/- 0.49)/theta, where theta = 2.303RT kcal/mol (errors are 2-sigma). The resulting expressions for beta-scission are log (k-beta,(trans)/s-1) = (13.45 +/- 0.26) - (16.94 +/- 0.52)/theta and log (k-beta,(cis)/s-1) = (13.41 +/- 0.3) - (19.3 +/- 0.75)/theta. The basis rate expression for abstraction of hydrogen from tributylstannane by the phenylethyl radical was determined in a competition of abstraction (k(abs) with self-termination (k(t), using the Smoluchowski expression for self-reaction of phenylethyl radical: log [2k(t)/(M-1s-1)] = 11.93 - 3.112/theta. Combining the Arrhenius parameters with the enthalpy change for beta-scission leads to activation barriers for addition of phenoxy radical to trans- and cis-beta-methylstyrene of 5.2 and 6.6 kcal/mol, respectively.

  DOI：

  10.1021/jo00006a043
• 作为产物：
  描述：

  2-苯氧基-1-苯基丙醇 、 氯化亚砜 生成 1-氯-1-苯基-2-苯氧基丙烷
  参考文献：
  名称：

  SULEMAN, N. KAMRUDIN;NELSON, DAVID A., J. ORG. CHEM., 54,(1989) N, C. 503-506

  摘要：

  DOI：

文献信息

• Relative reactivities and stereochemistry for free-radical eliminations of 2-(aryloxy)-1-phenylpropyl radicals
  作者：N. Kamrudin Suleman、David A. Nelson

  DOI：10.1021/jo00263a050

  日期：1989.1