2-cyclopropyl-1-(phenylthio)propane | 91556-20-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-cyclopropyl-1-(phenylthio)propane
• 英文别名: 2-Cyclopropyl-1-phenylmercapto-propan；2-Cyclopropylpropylsulfanylbenzene；2-cyclopropylpropylsulfanylbenzene
• CAS: 91556-20-6
• 化学式: C₁₂H₁₆S
• 分子量: 192.325
• InChiKey: ICXGBSUXCPDLEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  异-丙烯基环丙烷 、 二苯二硫醚 在 苯硫酚 作用下， 反应 2.5h， 以91 mg的产率得到2-cyclopropyl-1-(phenylthio)propane
  参考文献：
  名称：

  Clocking Tertiary Cyclopropylcarbinyl Radical Rearrangements¹

  摘要：

  Three independent methods have been employed to estimate the rate constant, k(1), for ring-opening of the 2-cyclopropyl-2-propyl radical, 1, at room temperature. These three estimates are based on chemical trapping of 1 and the ring-opened 4-methylpent-3-ene-1-yl radical by thiophenol (k(1) = (1.6(5) +/- 0.4(1)) x 10(7) M(-1) s(-1)), 9-azabicyclo[3.3.1]nonane-N-oxyl (k(1) = (1.7(6) +/- 0.3(4)) x 10(7) M(-1) s(-1)) and 2,2,6,6-tetramethylpiperidine-N-oxyl (k(1) = (2.1 +/- 0.4) x 10(7) M(-1) s(-1)) and absolute rate constants for nonrearranging radicals structurally related to 1. The mean value for k(1) ((1.8(4) +/- 0.4) x 10(7) M(-1) s(-1)) should be used when 1 is employed as a tertiary alkyl free radical clock at ambient temperatures.

  DOI：

  10.1021/jo961685h

文献信息

• Free-Radical Additions to 2-Cyclopropylpropene¹
  作者：Earl S. Huyser、J. Dale Taliaferro

  DOI：10.1021/jo01047a040

  日期：1963.12
• Clocking Tertiary Cyclopropylcarbinyl Radical Rearrangements¹
  作者：Paul S. Engel、Shu-Lin He、J. T. Banks、K. U. Ingold、J. Lusztyk

  DOI：10.1021/jo961685h

  日期：1997.3.1

  Three independent methods have been employed to estimate the rate constant, k(1), for ring-opening of the 2-cyclopropyl-2-propyl radical, 1, at room temperature. These three estimates are based on chemical trapping of 1 and the ring-opened 4-methylpent-3-ene-1-yl radical by thiophenol (k(1) = (1.6(5) +/- 0.4(1)) x 10(7) M(-1) s(-1)), 9-azabicyclo[3.3.1]nonane-N-oxyl (k(1) = (1.7(6) +/- 0.3(4)) x 10(7) M(-1) s(-1)) and 2,2,6,6-tetramethylpiperidine-N-oxyl (k(1) = (2.1 +/- 0.4) x 10(7) M(-1) s(-1)) and absolute rate constants for nonrearranging radicals structurally related to 1. The mean value for k(1) ((1.8(4) +/- 0.4) x 10(7) M(-1) s(-1)) should be used when 1 is employed as a tertiary alkyl free radical clock at ambient temperatures.