二氯(氢过氧)甲烷 | 138434-14-7

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氢过氧化物
• 中文名称: 二氯(氢过氧)甲烷
• 英文名称: Dichloromethyl Hydroperoxide
• 英文别名: Dichloromethaneperoxol；dichloro(hydroperoxy)methane
• CAS: 138434-14-7
• 化学式: CH₂Cl₂O₂
• 分子量: 116.932
• InChiKey: TUIYYMKEIGYDJB-UHFFFAOYSA-N

物化性质

• 沸点：
  223.9±30.0 °C(Predicted)
• 密度：
  1.622±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 二氯(氢过氧)甲烷 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 Dichloromethyl hydroxymethyl hydroperoxide
  参考文献：
  名称：

  Preparation of 1-chloroalkyl hydroperoxides by the addition of hydrogen chloride to carbonyl oxides

  摘要：

  DOI：

  10.1021/jo00031a055
• 作为产物：
  描述：

  1,2-二氯乙烯 在 盐酸 、 臭氧 作用下， 以 甲酸甲酯 为溶剂， 反应 1.25h， 生成 二氯(氢过氧)甲烷
  参考文献：
  名称：

  Preparation of 1-chloroalkyl hydroperoxides by the addition of hydrogen chloride to carbonyl oxides

  摘要：

  DOI：

  10.1021/jo00031a055

文献信息

• Rate constants for reduction of substituted methylperoxyl radicals by ascorbate ions and N,N,N',N'-tetramethyl-p-phenylenediamine
  作者：P. Neta、R. E. Huie、S. Mosseri、L. V. Shastri、J. P. Mittal、P. Maruthamuthu、S. Steenken

  DOI：10.1021/j100347a045

  日期：1989.5
• Perfluorobutylperoxyl radical as an oxidant in various solvents
  作者：G. S. Nahor、P. Neta、Z. B. Alfassi

  DOI：10.1021/j100164a047

  日期：1991.5

  Perfluorobutylperoxyl radicals were produced by pulse radiolysis of aerated solutions of perfluorobutyl iodide. The rate constants for reaction of this radical with several organic reductants, chlorpromazine, trolox, hydroquinone, and several other phenols, were determined in various solvents and were found to be in the range of 10(5)-10(9) M-1 s-1. By comparison with other haloalkylperoxyl radicals, C4F9OO. was found to be a much more powerful oxidant, whose reactions took place more rapidly and were less sensitive to solvent and substituent effects. The rate constants (k) for oxidation of a series of para-substituted phenols by C4F9OO. gave a good linear correlation between log k and the electrophilic substituent constant sigma+, with a slope of rho+ = -2.3, indicating formation of a positively charged transition state. Parallel experiments with CCl3OO. were limited to the most reactive phenols and gave a higher slope, rho+ = -3.3. The rates of reaction of C4F9OO. with trolox and chlorpromazine were found to depend on solvent viscosity, but much less on solvent polarity and acid-base properties, probably because they were closer to the diffusion-controlled limit. The longer chain C10F21OO. was somewhat less reactive than C4F9OO. because of geometric factors.
• Temperature dependence of the rate constants for oxidation of organic compounds by peroxyl radicals in aqueous alcohol solutions
  作者：Z. B. Alfassi、R. E. Huie、M. Kumar、P. Neta

  DOI：10.1021/j100181a045

  日期：1992.1

  Rate constants for reactions of chlorinated methylperoxyl radicals with chlorpromazinc (2-chloro-10-[3-(dimethylamino)-propyl]phenothiazine), trolox (6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxy?? lic acid), and ascorbate in aqueous alcohol solutions have been measured by pulse radiolysis as a function of temperature, generally between 5 and 75-degrees-C. The rate constants varied between 10(6) and 10(9) M-1 s-1, the calculated Arrhenius activation energies ranged from 1 to 30 kJ mol-1, and the preexponential factors also varied considerably, with log A ranging from 7 to 14. In general, room temperature rate constants increase with an increase in the number of chlorine atoms on the radical (increasing its electron affinity and thus the driving force for the reaction) and with an increase in the solvent polarity. The Arrhenius preexponential factor and the activation energy both increased as the proportion of water in the solvent mixture increased; i.e., the increase in rate constant with solvent polarity is a result of two compensating effects. Electron transfer from the organic reductants to the chlorinated methylperoxyl radicals is suggested to take place via an inner-sphere mechanism involving a transient adduct of the peroxyl radical to the reductant.
• Reactivities of chlorine atoms and peroxyl radicals formed in the radiolysis of dichloromethane
  作者：Z. B. Alfassi、S. Mosseri、P. Neta

  DOI：10.1021/j100341a040

  日期：1989.2
• Preparation of 1-chloroalkyl hydroperoxides by the addition of hydrogen chloride to carbonyl oxides
  作者：Walter V. Turner、Siegmar Gaeb

  DOI：10.1021/jo00031a055

  日期：1992.2