1-methoxy-1-(1,1,3,3-tetramethylbutylperoxy)cyclohexane | 125768-95-8

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: 1-methoxy-1-(1,1,3,3-tetramethylbutylperoxy)cyclohexane
• 英文别名: 1-Methoxy-1-[(2,4,4-trimethylpentan-2-yl)peroxy]cyclohexane；1-methoxy-1-(2,4,4-trimethylpentan-2-ylperoxy)cyclohexane
• CAS: 125768-95-8
• 化学式: C₁₅H₃₀O₃
• 分子量: 258.401
• InChiKey: CCMGUROHSFHCIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methoxy-1-(1,1,3,3-tetramethylbutylperoxy)cyclohexane 在 异丙苯 作用下， 生成 2,4,4-三甲基-2-戊醇 、 己酸甲酯 、 丙酮 、
  参考文献：
  名称：

  Substituent Effects of Alkyl Groups on the Decomposition of tert-Alkyl Peroxides

  摘要：

  In order to clarify substituent effects of alkyl groups on the decomposition of various tert-alkyl peroxides (RCMe(2)OOR'), the decomposition of 1-methoxy-1-(tert-alkylperoxy)cyclohexanes 3 and 1,1-bis(tert-alkylperoxy)cyclohexanes 4 has been studied by use of methods of kinetics and product analysis in cumene with the range of temperatures from 80-110 degrees C and compared with those of the corresponding peroxyesters (1; R' = CO-t-Bu) and dialkyl peroxides (2; R' = t-Bu). The decomposition rates for each peroxide series decrease in the following order: 1 much greater than 3 much greater than 4 much greater than 2. The decomposition rate for the series of peroxides 1 decreases in the following order: R = t-BuCH(2) much greater than i-Pr much greater than Et > Pr > Me. But, for the series of peroxides 2, 3, and 4, R = t-BuCH(2) much greater than i-Pr much greater than Pr > Et much greater than Me. The decomposition rate is expressed by a modified Taft equation: log k(d) = rho*Sigma sigma(CH2R)* + nh + C, which contains both inductive and C-H hyperoconjugation effects of alkyl groups. On the basis of the isokinetic relationship of the activation parameters, the Taft equation, and the decomposition products, the decomposion mechanism via an polar activation complex having a slightly stretched C-alpha - C-beta bond neighboring to the peroxy oxygen atom is suggested and the abnormal behavior of neopentyl group is discussed.

  DOI：

  10.1021/jo00122a035
• 作为产物：
  描述：

  环己酮二甲缩酮 、 1,1,3,3-四甲丁基过氧化氢 在 对甲苯磺酸 作用下， 以 二甲基亚砜 为溶剂， 以72.7%的产率得到1-methoxy-1-(1,1,3,3-tetramethylbutylperoxy)cyclohexane
  参考文献：
  名称：

  Substituent Effects of Alkyl Groups on the Decomposition of tert-Alkyl Peroxides

  摘要：

  In order to clarify substituent effects of alkyl groups on the decomposition of various tert-alkyl peroxides (RCMe(2)OOR'), the decomposition of 1-methoxy-1-(tert-alkylperoxy)cyclohexanes 3 and 1,1-bis(tert-alkylperoxy)cyclohexanes 4 has been studied by use of methods of kinetics and product analysis in cumene with the range of temperatures from 80-110 degrees C and compared with those of the corresponding peroxyesters (1; R' = CO-t-Bu) and dialkyl peroxides (2; R' = t-Bu). The decomposition rates for each peroxide series decrease in the following order: 1 much greater than 3 much greater than 4 much greater than 2. The decomposition rate for the series of peroxides 1 decreases in the following order: R = t-BuCH(2) much greater than i-Pr much greater than Et > Pr > Me. But, for the series of peroxides 2, 3, and 4, R = t-BuCH(2) much greater than i-Pr much greater than Pr > Et much greater than Me. The decomposition rate is expressed by a modified Taft equation: log k(d) = rho*Sigma sigma(CH2R)* + nh + C, which contains both inductive and C-H hyperoconjugation effects of alkyl groups. On the basis of the isokinetic relationship of the activation parameters, the Taft equation, and the decomposition products, the decomposion mechanism via an polar activation complex having a slightly stretched C-alpha - C-beta bond neighboring to the peroxy oxygen atom is suggested and the abnormal behavior of neopentyl group is discussed.

  DOI：

  10.1021/jo00122a035

文献信息

• Cyclic monoperoxyketal
  申请人：NIPPON OIL AND FATS COMPANY, LIMITED

  公开号：EP0332386B1

  公开（公告）日：1994-06-08
• US5004780A
  申请人：——

  公开号：US5004780A

  公开（公告）日：1991-04-02
• Substituent Effects of Alkyl Groups on the Decomposition of tert-Alkyl Peroxides
  作者：Kazuo Matsuyama、Takashi Sugiura、Yoshihiko Minoshima

  DOI：10.1021/jo00122a035

  日期：1995.9

  In order to clarify substituent effects of alkyl groups on the decomposition of various tert-alkyl peroxides (RCMe(2)OOR'), the decomposition of 1-methoxy-1-(tert-alkylperoxy)cyclohexanes 3 and 1,1-bis(tert-alkylperoxy)cyclohexanes 4 has been studied by use of methods of kinetics and product analysis in cumene with the range of temperatures from 80-110 degrees C and compared with those of the corresponding peroxyesters (1; R' = CO-t-Bu) and dialkyl peroxides (2; R' = t-Bu). The decomposition rates for each peroxide series decrease in the following order: 1 much greater than 3 much greater than 4 much greater than 2. The decomposition rate for the series of peroxides 1 decreases in the following order: R = t-BuCH(2) much greater than i-Pr much greater than Et > Pr > Me. But, for the series of peroxides 2, 3, and 4, R = t-BuCH(2) much greater than i-Pr much greater than Pr > Et much greater than Me. The decomposition rate is expressed by a modified Taft equation: log k(d) = rho*Sigma sigma(CH2R)* + nh + C, which contains both inductive and C-H hyperoconjugation effects of alkyl groups. On the basis of the isokinetic relationship of the activation parameters, the Taft equation, and the decomposition products, the decomposion mechanism via an polar activation complex having a slightly stretched C-alpha - C-beta bond neighboring to the peroxy oxygen atom is suggested and the abnormal behavior of neopentyl group is discussed.