methyl diphenylhydroperoxyacetate | 57272-44-3

• 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: methyl diphenylhydroperoxyacetate
• 英文别名: Methyl 2-hydroperoxy-2,2-diphenylacetate
• CAS: 57272-44-3
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: ZZCWYEHFWOBSHQ-UHFFFAOYSA-N

物化性质

• 熔点：
  64-65 °C
• 沸点：
  431.9±45.0 °C(Predicted)
• 密度：
  1.229±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl diphenylhydroperoxyacetate 在 <5,10,15,20-tetrakis(2,6-dimethyl-3-sulfonatophenyl)porphinato>iron(III) 作用下， 以 水 为溶剂， 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  The mechanism of hydroperoxide oxygen-oxygen bond scission on reaction of hydroperoxides with iron(III) porphyrins

  摘要：

  DOI：

  10.1021/ja00231a057
• 作为产物：
  描述：

  二苯基乙酸甲酯 在 potassium tert-butylate 、 氧气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 methyl diphenylhydroperoxyacetate
  参考文献：
  名称：

  Kinetics of the base-catalyzed decomposition of .alpha.-hydroperoxy ketones

  摘要：

  DOI：

  10.1021/ja00857a007
• 作为试剂：
  描述：

  甲基苯乙烯 在 methyl diphenylhydroperoxyacetate 作用下， 以 氯仿 为溶剂， 生成 2-甲基-3-苯基环氧乙烷
  参考文献：
  名称：

  酯，酰胺，酮和腈的α-氢过氧化物对烯烃的环氧化

  摘要：

  许多α-取代的氢过氧化物能够进行烯烃环氧化；在与被苯基取代的烯烃的反应中观察到不同寻常的顺-反选择性。

  DOI：

  10.1039/c39800000705

文献信息

• The mechanism of oxygen atom transfer to tetraphenylporphinato chromic chloride
  作者：Lung Chi Yuan、Thomas C. Bruice

  DOI：10.1021/ja00288a045

  日期：1985.1

  On etudie l'effet de la structure donneuse sur la facilite et le mecanisme de transfert d'oxygene

  浅谈“氧转移机制”上的“结构效应研究”（Etudie l'effet de la structure donneuse sur la
• Influence of nitrogen base ligation and hydrogen bonding on the rate constants for oxygen transfer from percarboxylic acids and alkyl hydroperoxides to (meso-tetraphenylporphinato)manganese(III) chloride
  作者：Lung Chi. Yuan、Thomas C. Bruice

  DOI：10.1021/ja00267a039

  日期：1986.4
• Monooxygen donation potential of 4a-hydroperoxyflavins as compared with those of a percarboxylic acid and other hydroperoxides. Monooxygen donation to olefin, tertiary amine, alkyl sulfide, and iodide ion
  作者：Thomas C. Bruice、J. Barry Noar、Sheldon S. Ball、U. V. Venkataram

  DOI：10.1021/ja00346a057

  日期：1983.4
• Dynamics of reaction of [meso-tetrakis(2,6-dimethyl-3-sulfonatophenyl)porphinato]-iron(III) hydrate with various alkyl hydroperoxides in aqueous solution. 4. Comparison of kinetic parameters and D2O solvent isotope effects
  作者：Enona Gopinath、Thomas C. Bruice

  DOI：10.1021/ja00016a025

  日期：1991.7

  The second-order rate constants (k(ly)) for the reactions of the alkyl hydroperoxides (Ph)2(MeOCO)COOH and (Ph)(Me)2COOH with [meso-tetrakis(2,6-dimethyl-3-sulfonatophenyl)porphinato]iron(III) hydrate [(1)Fe(III)(X)2 (X = H2O or OH-)] have been determined in water over the pH range 1-13 by using the one-electron oxidizable trapping agent 2,2'-azinobis(3-ethylbenzthiazolinesulfonate) (ABTS). The complex pH dependencies of k(ly) reflect the pH dependency of the structure of reactants and intermediates as shown in Scheme II. Plots of log k(ly) vs pH were fitted by a steady-state kinetic expression (eq 1) shown previously to describe the pH dependence of the reaction of (CH3)3COOH with (1)Fe(III)(X)2. The dependencies of the rate constants for O-O bond cleavage (k2 and k4, Scheme II) of the ligated hydroperoxides YOOH to the pK(a) of the leaving group YOH (delta(log k2)/delta-pK(aYOH) and delta(log k4)/delta-pK(aYOH)) can be isolated from the pH dependencies of the k(ly) values and are determined to be -0.22 and -0.13, respectively. Thus, the sensitivity of rate constants for the cleavage of the O-O bond of ligated hydroperoxide to its polarity is small. Kinetic deuterium solvent isotope effects for reaction of (Ph)2(MeOCO)COOH with (1)Fe(III)X2 have been found to be in accord with those determined previously for (CH3)3COOH.
• Arasasingham, Ramesh D.; Bruice, Thomas C., Journal of the American Chemical Society, 1991, vol. 113, # 16, p. 6095 - 6103
  作者：Arasasingham, Ramesh D.、Bruice, Thomas C.

  DOI：——

  日期：——