1-(1-tert-Butylperoxy-1,2-dimethyl-propyl)-4-chloro-benzene | 186594-80-9

• 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: 1-(1-tert-Butylperoxy-1,2-dimethyl-propyl)-4-chloro-benzene
• 英文别名: 1-(2-tert-butylperoxy-3-methylbutan-2-yl)-4-chlorobenzene
• CAS: 186594-80-9
• 化学式: C₁₅H₂₃ClO₂
• 分子量: 270.799
• InChiKey: RQYOEDFYYREATA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(1-tert-Butylperoxy-1,2-dimethyl-propyl)-4-chloro-benzene 在 异丙苯 、 偶氮二异丁腈 、 氧气 作用下， 以 氯苯 为溶剂， 80.0 ℃ 、101.3 kPa 条件下， 生成 对氯苯乙酮 、 丙酮 、 2-(4-Chloro-phenyl)-2,3,3-trimethyl-oxirane 、 、 叔丁醇
  参考文献：
  名称：

  Synthese und Reaktivität vontert-Butyl-(2-aryl-3-methyl-but-2-yl)-peroxiden

  摘要：

  tert-Butyl-(2-aryl-3-methyl-but-2-yl) peroxides (2a-d) were prepared from t-BuOOH and corresponding 2-aryl-methyl-butan-2-ols (1a-d) (Ar:p-MeO-C6H4 (a); Ph (b); p-Cl-C6H4 (C); m-CF3-C6H4 (d)) and characterized by NMR, MS and elemental analysis.Kinetic data for the thermolysis of 2a-d in cumene as the solvent were determined at 110-140 degrees C and the products analyzed. The rate constants satisfy the Hammett equation with sigma giving a rho-value of -0.73. Oxidation of 2a-d at 80 degrees C gives the corresponding acetophenones 4, epoxides 6 and hydroperoxides 8. The products of the oxidation of 2a-2d were analysed after reduction of the reaction mixtures with LiAlH4. Relative reactivities of the tertiary C-H bonds of peroxides 2 were determined by competitive oxidations. They amount to 0.115-0.275 (with respect to the tertiary C-H bond of cumene)

  DOI：

  10.1002/prac.19973390111
• 作为产物：
  描述：

  叔丁基过氧化氢 、 2-对氯苯基-3-甲基-2-丁醇 在 高氯酸 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 8.0h， 生成 1-(1-tert-Butylperoxy-1,2-dimethyl-propyl)-4-chloro-benzene
  参考文献：
  名称：

  Synthese und Reaktivität vontert-Butyl-(2-aryl-3-methyl-but-2-yl)-peroxiden

  摘要：

  tert-Butyl-(2-aryl-3-methyl-but-2-yl) peroxides (2a-d) were prepared from t-BuOOH and corresponding 2-aryl-methyl-butan-2-ols (1a-d) (Ar:p-MeO-C6H4 (a); Ph (b); p-Cl-C6H4 (C); m-CF3-C6H4 (d)) and characterized by NMR, MS and elemental analysis.Kinetic data for the thermolysis of 2a-d in cumene as the solvent were determined at 110-140 degrees C and the products analyzed. The rate constants satisfy the Hammett equation with sigma giving a rho-value of -0.73. Oxidation of 2a-d at 80 degrees C gives the corresponding acetophenones 4, epoxides 6 and hydroperoxides 8. The products of the oxidation of 2a-2d were analysed after reduction of the reaction mixtures with LiAlH4. Relative reactivities of the tertiary C-H bonds of peroxides 2 were determined by competitive oxidations. They amount to 0.115-0.275 (with respect to the tertiary C-H bond of cumene)

  DOI：

  10.1002/prac.19973390111