hydroperoxymethyl formate

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氢过氧化物
• 英文名称: hydroperoxymethyl formate
• 化学式: C₂H₄O₄
• 分子量: 92.0514
• InChiKey: RHCLSHTZJFAXOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  6
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙烯基乙醚 在 甲酸 、 臭氧 作用下， 以 甲酸甲酯 为溶剂， 生成 hydroperoxymethyl formate
  参考文献：
  名称：

  乙烯的臭氧分解中氢过氧甲酸甲酸酯形成的证明：真实化合物的合成和FT-IR光谱

  摘要：

  甲酸氢过氧甲酯是通过溶液中乙基乙烯基醚的臭氧分解反应合成的，并通过NMR和MS进行表征。该化合物在气相中的FT-IR光谱与乙烯在气相臭氧分解中的中间体的FT-IR光谱一致。

  DOI：

  10.1016/0009-2614(96)00625-2

文献信息

• Oligomerization Reaction of the Criegee Intermediate Leads to Secondary Organic Aerosol Formation in Ethylene Ozonolysis
  作者：Yosuke Sakamoto、Satoshi Inomata、Jun Hirokawa

  DOI：10.1021/jp408672m

  日期：2013.12.5

  Ethylene ozonolysis was investigated in laboratory experiments using a Teflon bag reactor. A negative ion chemical ionization mass spectrometer (NI-CIMS) using SO2Cl– and Cl– as reagent ions was used for product analysis. In addition to the expected gas-phase products, such as formic acid and hydroperoxymethyl formate, oligomeric hydroperoxides composed of the Criegee intermediate (CH2OO) as a chain

  使用特氟龙袋式反应器在实验室实验中研究了乙烯的臭氧分解作用。使用SO甲负离子化学电离质谱仪（NI-CIMS）2氯-和Cl -作为反应剂离子被用于产品分析。除了预期的气相产物（例如甲酸和氢过氧甲基甲酸甲酯），还观察到了由Criegee中间体（CH 2 OO）作为链单元组成的低聚氢过氧化物。此外，我们观察到由乙烯臭氧分解产生的二次有机气溶胶（SOA），并且还通过NI-CIMS分析了颗粒相产物。CH 2还观察到OO低聚物作为颗粒相组分，表明在气相中形成的低聚氢过氧化物分配成颗粒相。通过添加甲醇作为稳定的Criegee中间清除剂，可同时抑制气相低聚物的形成和SOA的形成。这表明CH 2 OO在低聚氢过氧化物的形成以及随后的乙烯臭氧分解中SOA的形成中起关键作用。提出了一种低聚氢过氧化物的新形成机理，该机理包括将CH 2 OO顺序添加到氢过氧化物中。
• Gas-phase ozonolysis of ethene in the presence of hydroxylic compounds
  作者：Peter Neeb、Osamu Horie、Geert K. Moortgat

  DOI：10.1002/(sici)1097-4601(1996)28:10<721::aid-kin2>3.0.co;2-p

  日期：——

  Ozonolysis of C2H4 was carried out at 295 K in 730 torr synthetic air in the concentration ranges of [O-3](0) = 1.9-8.2 ppm and [C2H4](0) = 4.0-15.0 ppm, in the absence and presence of the added HCOOH (1ppm), CH3COOH (1-10 ppm), and CH3OH (36-100 ppm). In the absence of the added compounds, a nearly complete analysis of the reaction products was achieved, with the yields expressed relative to the converted C2H4: HCHO 0.98, CO 0.26, CO2 0.18, HCOOH 0.05, and the sum of formic acid anhydride (FAN) and hydroperoxymethyl formate (HPMF), CHO-O-CH2OOH, 0.19. in the presence of the added HCOOH, the yield of [FAN + HPMF] increased. The addition of CH,COOH suppressed the formation of FAN and HPMF completely. The addition of large excesses of CH3OH also decreased the yield of [FAN + HPMF] significantly In both cases, new products with the formula R-O-CH2OOH where R = CH2CO and CH3 for CH3COOH and CH3OH, respectively, were formed. The present results, together with the formation of hydroxymethyl hydroperoxide, HO-CH3OOH, with added water vapor (Horie et al., Geophys. Res. Lett., 21, 1523, (1994)) were explained by the reaction of the Criegee biradical CH2OO with the added hydroxy compounds ROH. Formation of the products with the general formula R-O-CH2OOH indicates that the RO-H bond fission has taken place. (C) 1996 John Wiley & Sons, Inc.
• Atmospheric Degradation of Glycidaldehyde:  Photolysis and Reaction with OH Radicals
  作者：S. Ma、I. Barnes、K. H. Becker

  DOI：10.1021/es9804159

  日期：1998.11.1

  Epoxide aldehydes have recently been detected among the oxidation products of aromatic hydrocarbons. Many epoxides are toxic and very little is known about their atmospheric fate. The products and kinetics of the atmospheric oxidation, OH radical reaction, and photolysis of glycidaldehyde have been investigated in a large volume reactor at 298 K using in situ long-path FT-IR spectroscopy for the analysis. A rate coefficient of k = (1.69 +/- 0.04) x 10(-11) cm(3) molecule(-1) s(-1) has been determined for the reaction of glycidaldehyde with the OH radical using the relative kinetic technique. The UV absorption spectrum of glycidaldehyde was measured in the range 220-380 nm from which upper limits of its photolysis frequencies in the troposphere have been deduced, e.g., J (hv) similar to 1.0 x 10(-4) s(-1) (for July 1, noon, and 50 degrees N). The OH radical initiated photooxidation of glycidaldehyde yields CO, CO2, formic acid, formic acid anhydride, formaldehyde, and hydroperoxymethyl formate as major products. A reaction mechanism is postulated to account for the product formation.
• Proof of the formation of hydroperoxymethyl formate in the ozonolysis of ethene: synthesis and FT-IR spectra of the authentic compound
  作者：J. Thamm、S. Wolff、W.V. Turner、S. Gäb、W. Thomas、F. Zabel、E.H. Fink、K.H. Becker

  DOI：10.1016/0009-2614(96)00625-2

  日期：1996.8

  Hydroperoxymethyl formate is synthesized by the ozonolysis of ethyl vinyl ether in solution and characterized by NMR and MS. The FT-IR spectra of the compound in the gas phase are in accord with those of an intermediate in the gas-phase ozonolysis of ethene.

  甲酸氢过氧甲酯是通过溶液中乙基乙烯基醚的臭氧分解反应合成的，并通过NMR和MS进行表征。该化合物在气相中的FT-IR光谱与乙烯在气相臭氧分解中的中间体的FT-IR光谱一致。