peroxypentanoic acid | 28384-48-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: peroxypentanoic acid
• 英文别名: pervaleric acid；perpentanoic acid；Perpentansaeure；Pentaneperoxoic Acid
• CAS: 28384-48-7
• 化学式: C₅H₁₀O₃
• 分子量: 118.133
• InChiKey: UQGPCEVQKLOLLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  peroxypentanoic acid 、 (2S,4R)-2-tert-Butoxycarbonylamino-4-methyl-pentanedioic acid 1-methyl ester 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以74%的产率得到(2R,4S)-4-((tert-butoxycarbonyl)amino)-5-methoxy-2-methyl-5-oxopentanoic pentanoic peroxyanhydride
  参考文献：
  名称：

  Photolysis of Diacyl Peroxides:  A Radical-Based Approach for the Synthesis of Functionalized Amino Acids

  摘要：

  Photolysis of the amino acid derived symmetrical and unsymmetrical diacyl peroxides at 254 nm at low temperature (-78 to -196 degreesC) generates various bis(amino acids) in a concise manner and with orthogonal protection. The methodology was applied to the synthesis of (4R)-5-propyl-L-leucine (PrLeu), a component of HUN-7293.

  DOI：

  10.1021/ol035125y
• 作为产物：
  描述：

  正戊酸 在 硫酸 、 双氧水 作用下， 生成 peroxypentanoic acid
  参考文献：
  名称：

  有机溶剂对过氧酸氧化亚砜速度的影响

  摘要：

  摘要研究了亚砜与过氧酸在各种有机介质中的反应。反应机理涉及亚砜-过氧酸中间体的快速形成，该中间体在第二阶段分解形成羧酸和相应的砜。第二阶段是速率限制步骤。反应介质显着影响氧化速率。计算出的氧化过程的活化参数表明了所研究反应的补偿作用。发现溶剂的主要理化参数与过氧酸氧化二甲基亚砜的有效速率常数（k）之间存在相关性。根据反应条件，影响k的主要因素 值是反应物和结构因子的特异性和非特异性溶剂化。

  DOI：

  10.1134/s1070363220030020

文献信息

• Liquid Chromatographic Simultaneous Determination of Peroxycarboxylic Acids Using Postcolumn Derivatization
  作者：S. Effkemann、U. Pinkernell、R. Neumüller、F. Schwan、H. Engelhardt、U. Karst

  DOI：10.1021/ac980256b

  日期：1998.9.1

  The first liquid chromatographic method with postcolumn derivatization for the simultaneous determination of peroxycarboxylic acids is described. Aliphatic peracids with chain lengths from C2 to C12 are separated by HPLC on a reversed-phase C18 column with acetonitrile/water gradient elution. For improved peak shape, tetrahydrofuran and acetic acid are added to the aqueous eluent. After chromatographic separation, the peroxycarboxylic acids react with 2,2‘-azino-bis(3-ethylbenzothiazoline)-6-sulfonate, a popular substrate for the enzyme peroxidase. Iodide traces are added as catalyst. The oxidation product, a green radical cation, is determined using a UV/visible detector in four characteristic regions of the visible and near-infrared spectrum in the range 405−815 nm. The advantages of the new method are detection limits in the low micromolar range, negligible matrix interferences, high reproducibility, and the possibility for simultaneous determination of several peroxycarboxylic acids.

  本文介绍了一种具有柱后衍生化的液相色谱分析方法，用于同时测定过氧羧酸。通过高效液相色谱法在反相C18柱上利用乙腈/水梯度洗脱分离C2至C12链长的脂肪族过氧酸。为了改善峰形，在水中加入四氢呋喃和乙酸。色谱分离后，过氧羧酸与2,2'-偶氮双(3-乙基苯并噻唑啉)-6-磺酸盐反应，这是一种常用的过氧化酶底物。添加微量的碘化物作为催化剂。氧化产物绿色自由基阳离子通过紫外/可见光检测器在可见光和近红外光谱的四个特征区域（405-815 nm）内测定。新方法的优势在于检测限低至微摩尔范围，基质干扰可忽略不计，重现性高，并且能够同时测定多种过氧羧酸。
• Formation and Thermal Decomposition of Butyl-Substituted Peroxyacyl Nitrates: n-C4H9C(O)OONO2 and i-C4H9C(O)OONO2
  作者：Daniel. Grosjean、Eric. Grosjean、Edwin L. Williams

  DOI：10.1021/es00055a019

  日期：1994.6

  The butyl-substituted peroxyacyl nitrates n-C4H9C(O)-OONO2 and i-C4H9C(O)OONO2 have been synthesized in the liquid phase, prepared in-situ in the gas phase by sunlight irradiation of aldehyde-NO mixtures, measured by electron capture gaschromatography, and characterized in a number of gas-phase and liquid-phase tests. Gas-phase yields as a fraction of initial NO were 0.39 for the n-butyl isomer and 0.20 for the isobutyl isomer. The corresponding gas-phase aldehyde oxidation mechanisms are outlined. Thermal decomposition in the presence of excess NO yielded n-butanal and isobutanal as the major carbonyl products. Thermal decomposition rates at ambient temperature and atmospheric pressure are comparable to that of PAN [CH3C(O)OONO2], with k298 = 1.8 X 10(-4) s-1 for n-C4H9C(O)OONO2 and 2.4 X 10(-4) s-1 for i-C4H9C(O)OONO2. Emission data for precursor hydrocarbons indicate C4H9C(O)OONO2/PAN ambient concentration ratios of <0.19 in urban air. Atmospheric implications for the formation and removal Of C4H9C-(O)OONO2 are briefly discussed.
• Effect of Organic Solvents on the Rate of Oxidation of Sulfoxides with Peroxy Acids
  作者：V. S. Dutka、G. G. Midyana、Yu. V. Dutka、E. Ya. Pal’chikova

  DOI：10.1134/s1070363220030020

  日期：2020.3

  second stage is the rate-limiting step. The reaction medium significantly affects the rate of oxidation. The calculated activation parameters of the oxidation process indicate a compensation effect in the investigated reaction. Correlations between the main physicochemical parameters of solvents and the effective rate constants (k) of dimethyl sulfoxide oxidation with peroxy acids were found. Depending

  摘要研究了亚砜与过氧酸在各种有机介质中的反应。反应机理涉及亚砜-过氧酸中间体的快速形成，该中间体在第二阶段分解形成羧酸和相应的砜。第二阶段是速率限制步骤。反应介质显着影响氧化速率。计算出的氧化过程的活化参数表明了所研究反应的补偿作用。发现溶剂的主要理化参数与过氧酸氧化二甲基亚砜的有效速率常数（k）之间存在相关性。根据反应条件，影响k的主要因素 值是反应物和结构因子的特异性和非特异性溶剂化。
• Photolysis of Diacyl Peroxides:  A Radical-Based Approach for the Synthesis of Functionalized Amino Acids
  作者：M. Daniel Spantulescu、Rajendra P. Jain、Darren J. Derksen、John C. Vederas

  DOI：10.1021/ol035125y

  日期：2003.8.1

  Photolysis of the amino acid derived symmetrical and unsymmetrical diacyl peroxides at 254 nm at low temperature (-78 to -196 degreesC) generates various bis(amino acids) in a concise manner and with orthogonal protection. The methodology was applied to the synthesis of (4R)-5-propyl-L-leucine (PrLeu), a component of HUN-7293.