1-tert-butylperoxycylohexanol | 25813-15-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-tert-butylperoxycylohexanol
• 英文别名: 1-tert-Butyl-peroxy-1-hydroxy-cyclohexan；1-t-Butylperoxycyclohexanol；1-tert-butylperoxycyclohexan-1-ol
• CAS: 25813-15-4
• 化学式: C₁₀H₂₀O₃
• 分子量: 188.267
• InChiKey: UMFNBZMBSHUZHM-UHFFFAOYSA-N

物化性质

• 沸点：
  238.7±19.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-tert-butylperoxycylohexanol 在 叔丁基过氧化氢 、 氧气 、 三苯基膦 作用下， 生成 2-羟基环己酮二聚物
  参考文献：
  名称：

  Reactivity of C-H bonds in cyclohexanone and 1-tert-butylperoxycyclohexanol toward the tert-butylperoxyl radical

  摘要：

  The kinetics of oxygen uptake and the composition of the cyclohexanone oxidation products in the azobisisobutyronitrile-initiated oxidation of cyclohexanone in the presence of tert-butyl hydroperoxide have been investigated by the Howard-Ingold method. The partial rate constants of the reaction of the tert-butylperoxyl radical with the C-H bonds of cyclohexanol and 1-tert-butylperoxycyclohexanole at 333 K have been determined. The carbonyl group of cyclohexanone activates the C-H bonds in the 2- and 6-positions (alpha) and deactivates the C-H bonds in the 3- and 5-positions (beta) compared to the C-H bonds in the 4-position (gamma), whose reactivity is similar to that of the methylenic C-H bonds in cyclohexane. Evaluation of the joint effect of the hydroxyl and tert-butylperoxyl groups in 1-tert-butylperoxycyclohexanol suggests a considerable deactivation of the C-H bonds in the 2- and 6-positions (beta) and, to a lesser extent, in the 3- and 5-positions (gamma).

  DOI：

  10.1134/s0023158413020122
• 作为产物：
  描述：

  1,1-二叔丁基过氧化环己烷 在 硫酸 、 水 作用下， 以 1,4-二氧六环 为溶剂， 生成 叔丁基过氧化氢 、 1-tert-butylperoxycylohexanol
  参考文献：
  名称：

  Antonovskii, V. L.; Fedorova, E. V.; Karamyan, S. H., Doklady Chemistry, 1990, vol. 311, # 4, p. 75 - 78

  摘要：

  DOI：

文献信息

• Reactivity of C-H bonds in cyclohexanone and 1-tert-butylperoxycyclohexanol toward the tert-butylperoxyl radical
  作者：S. V. Puchkov、Yu. V. Nepomnyashchikh、E. S. Kozlova、A. L. Perkel’

  DOI：10.1134/s0023158413020122

  日期：2013.3

  The kinetics of oxygen uptake and the composition of the cyclohexanone oxidation products in the azobisisobutyronitrile-initiated oxidation of cyclohexanone in the presence of tert-butyl hydroperoxide have been investigated by the Howard-Ingold method. The partial rate constants of the reaction of the tert-butylperoxyl radical with the C-H bonds of cyclohexanol and 1-tert-butylperoxycyclohexanole at 333 K have been determined. The carbonyl group of cyclohexanone activates the C-H bonds in the 2- and 6-positions (alpha) and deactivates the C-H bonds in the 3- and 5-positions (beta) compared to the C-H bonds in the 4-position (gamma), whose reactivity is similar to that of the methylenic C-H bonds in cyclohexane. Evaluation of the joint effect of the hydroxyl and tert-butylperoxyl groups in 1-tert-butylperoxycyclohexanol suggests a considerable deactivation of the C-H bonds in the 2- and 6-positions (beta) and, to a lesser extent, in the 3- and 5-positions (gamma).
• Antonovskii, V. L.; Fedorova, E. V.; Karamyan, S. H., Doklady Chemistry, 1990, vol. 311, # 4, p. 75 - 78
  作者：Antonovskii, V. L.、Fedorova, E. V.、Karamyan, S. H.、Ananchenko, S. N.

  DOI：——

  日期：——