Trichlormethylhydroperoxid | 94089-33-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: Trichlormethylhydroperoxid
• 英文别名: Trichloro(hydroperoxy)methane
• CAS: 94089-33-5
• 化学式: CHCl₃O₂
• 分子量: 151.377
• InChiKey: DUBMHDTUZCIGCY-UHFFFAOYSA-N

物化性质

• 沸点：
  211.4±35.0 °C(Predicted)
• 密度：
  1.821±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  6
• 可旋转键数：
  0
• 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：

  Trichlormethylhydroperoxid 在 碳酸氢钠 、 五氧化二氮 作用下， 以 氯仿 为溶剂， 生成 Trichloromethyl peroxonitrate
  参考文献：
  名称：

  Gaeb,S.; Turner,W.V., Angewandte Chemie, 1985, vol. 97, p. 48

  摘要：

  DOI：
• 作为产物：
  描述：

  四氯乙烯 在 盐酸 、 臭氧 作用下， 以 甲酸甲酯 为溶剂， 反应 75.0h， 生成 Trichlormethylhydroperoxid
  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
• 作为试剂：
  描述：

  2-(羟基甲基)环己酮 在 lithium aluminium tetrahydride 、 正丁基锂 、 sodium azide 、 二甲基硫 、 三氟化硼乙醚 、 D(+)-10-樟脑磺酸 、 potassium carbonate 、 Trichlormethylhydroperoxid 、 N,N-二异丙基乙胺 、 三氟化硫吗啉 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 110.17h， 生成 [(1R,2S)-2-[5-(2-fluoroethyl)thiophen-2-yl]-2-piperidin-1-ylcyclohexyl]methanol
  参考文献：
  名称：

  Synthesis and evaluation of new 18F-labelled thienylcyclohexylpiperidine (TCP) analogues as radioligands for the NMDA receptor-channel complex

  摘要：

  DOI：

  10.1002/(sici)1099-1344(199601)38:1<77::aid-jlcr815>3.0.co;2-x

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.D3, 2.2.2.4, page 59 - 61
  作者：

  DOI：——

  日期：——
• Chemical Effects Produced in Chloroform by γ-Rays¹
  作者：John W. Schulte、John F. Suttle、Richard Wilhelm

  DOI：10.1021/ja01105a059

  日期：1953.5
• 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
• Solvent effects in the reactions of peroxyl radicals with organic reductants: evidence for proton-transfer-mediated electron transfer
  作者：P. Neta、R. E. Huie、P. Maruthamuthu、S. Steenken

  DOI：10.1021/j100359a025

  日期：1989.11
• 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.