acetonyl peroxynitrate | 158475-28-6

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: acetonyl peroxynitrate
• 英文别名: 1-(Nitroperoxy)propan-2-one；2-oxopropoxy nitrate
• CAS: 158475-28-6
• 化学式: C₃H₅NO₅
• 分子量: 135.076
• InChiKey: FYRJOQUXOCSDNK-UHFFFAOYSA-N

物化性质

• 沸点：
  185.6±42.0 °C(Predicted)
• 密度：
  1.341±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  acetonyl peroxynitrate -27.15~-13.15 ℃ 、80.0 kPa 条件下， 生成 acetonylperoxyl radical
  参考文献：
  名称：

  Thermal stability of Peroxynitrates

  摘要：

  Peroxynitrates are thermally unstable intermediates (at ambient temperatures) in the atmospheric degradation of hydrocarbons. In this work, thermal lifetimes of nine peroxynitrates have been measured as a function of temperature and. for two of them, also. as a function of total pressure. In the presence of excess NO, relative concentrations of the peroxynitrates were followed in a 420 l reaction chamber as a function of time by means of Longpath IR absorption using a Fourier transform spectrometer. Original data on the unimolecular decomposition rate constants are presented for the peroxynitrates RO2NO2 with R = C6H11, CH3C(O)CH2, C6H5CH2,CH2I, CH3C(O)OC(H)CH3, C6H5OCH2, (CH3), NC(O), C6H2OC(O), and C2H5C(O). Thermal lifetimes at room temperature and atmospheric pressure are very short (in the order of seconds) for substituted methyl peroxynitrates (i.e., R'CH2O2NO2) but rather long for substituted formyl peroxynitrates (i.e., R " C(O)O2NO2). Kinetic data from this and previous work from our laboratory are used to derive structure-stability relationships which allow an estimate of the thermal lifetimes of peroxynitrates from readily available C-13 n.m.r. shift data. (C) 1999 John Wiley & Sons, Inc.

  DOI：

  10.1002/(sici)1097-4601(1999)31:2<127::aid-kin6>3.0.co;2-l
• 作为产物：
  描述：

  acetonylperoxyl radical 在 二氧化氮 作用下， 生成 1-(硝基氧基)-2-丙酮 、 acetonyl peroxynitrate
  参考文献：
  名称：

  Atmospheric chemistry of acetone: Kinetic study of the CH3C(O)CH2O2+NO/NO2 reactions and decomposition of CH3C(O)CH2O2NO2

  摘要：

  Pulse radiolysis was used to study the kinetics of the reactions of CH3C(O)CH2O2 radicals with NO and NO2 at 295 K. By monitoring the rate of formation and decay of NO2 using its absorption at 400 and 450 nm the rate constants k(CH3C(O)CH2O2 + NO) = (8 +/- 2) X 10(-12) and k(CH3C(O)CH2O2 + NO2) = (6.4 +/- 0.6) x 10(-12) cm(3) molecule(-1) s(-1) were determined. Long path length Fourier transform infrared spectrometers were used to investigate the IR spectrum and thermal stability of the peroxynitrate, CH3C(O)CH2O2NO2. A Value of k(-6) approximate to 3 s(-1) was determined for the rate of thermal decomposition of CH3C(O)CH2O2NO2 in 700 torr total pressure of O-2 diluent at 295 K. When combined with lower temperature studies (250-275 K) a decomposition rate of k(-6) = 1.9 x 10(16 )exp (-10830/T) s(-1) is determined. Density functional theory was used to calculate the IR spectrum of CH3C(O)CH2O2NO2. Finally, the rate constants for reactions of the CH3C(O)CH2 radical with NO and NO2 were determined to be k(CH3C(O)CH2 + NO) = (2.6 +/- 0.3) x 10(-11) and k(CH3C(O)CH2 + NO2) = (1.6 +/- 0.4) x 10(-11) cm(3) molecule(-1) s(-1). The results are discussed in the context of the atmospheric chemistry of acetone and the long range atmospheric transport of NOx. (C) John Wiley & Sons, Inc.

  DOI：

  10.1002/(sici)1097-4601(1998)30:7<475::aid-kin4>3.0.co;2-p

文献信息

• FTIR spectroscopic study of the mechanism for the gas-phase reaction between ozone and tetramethylethylene
  作者：H. Niki、P. D. Maker、C. M. Savage、L. P. Breitenbach、M. D. Hurley

  DOI：10.1021/j100288a035

  日期：1987.2
• Thermal stability of Peroxynitrates
  作者：F. Kirchner、A. Mayer-Figge、F. Zabel、K. H. Becker

  DOI：10.1002/(sici)1097-4601(1999)31:2<127::aid-kin6>3.0.co;2-l

  日期：——

  Peroxynitrates are thermally unstable intermediates (at ambient temperatures) in the atmospheric degradation of hydrocarbons. In this work, thermal lifetimes of nine peroxynitrates have been measured as a function of temperature and. for two of them, also. as a function of total pressure. In the presence of excess NO, relative concentrations of the peroxynitrates were followed in a 420 l reaction chamber as a function of time by means of Longpath IR absorption using a Fourier transform spectrometer. Original data on the unimolecular decomposition rate constants are presented for the peroxynitrates RO2NO2 with R = C6H11, CH3C(O)CH2, C6H5CH2,CH2I, CH3C(O)OC(H)CH3, C6H5OCH2, (CH3), NC(O), C6H2OC(O), and C2H5C(O). Thermal lifetimes at room temperature and atmospheric pressure are very short (in the order of seconds) for substituted methyl peroxynitrates (i.e., R'CH2O2NO2) but rather long for substituted formyl peroxynitrates (i.e., R " C(O)O2NO2). Kinetic data from this and previous work from our laboratory are used to derive structure-stability relationships which allow an estimate of the thermal lifetimes of peroxynitrates from readily available C-13 n.m.r. shift data. (C) 1999 John Wiley & Sons, Inc.
• Atmospheric chemistry of acetone: Kinetic study of the CH3C(O)CH2O2+NO/NO2 reactions and decomposition of CH3C(O)CH2O2NO2
  作者：Jens Sehested、Lene K. Christensen、Ole J. Nielsen、Merete Bilde、Timothy J. Wallington、William F. Schneider、John J. Orlando、Geoffrey S. Tyndall

  DOI：10.1002/(sici)1097-4601(1998)30:7<475::aid-kin4>3.0.co;2-p

  日期：——

  Pulse radiolysis was used to study the kinetics of the reactions of CH3C(O)CH2O2 radicals with NO and NO2 at 295 K. By monitoring the rate of formation and decay of NO2 using its absorption at 400 and 450 nm the rate constants k(CH3C(O)CH2O2 + NO) = (8 +/- 2) X 10(-12) and k(CH3C(O)CH2O2 + NO2) = (6.4 +/- 0.6) x 10(-12) cm(3) molecule(-1) s(-1) were determined. Long path length Fourier transform infrared spectrometers were used to investigate the IR spectrum and thermal stability of the peroxynitrate, CH3C(O)CH2O2NO2. A Value of k(-6) approximate to 3 s(-1) was determined for the rate of thermal decomposition of CH3C(O)CH2O2NO2 in 700 torr total pressure of O-2 diluent at 295 K. When combined with lower temperature studies (250-275 K) a decomposition rate of k(-6) = 1.9 x 10(16 )exp (-10830/T) s(-1) is determined. Density functional theory was used to calculate the IR spectrum of CH3C(O)CH2O2NO2. Finally, the rate constants for reactions of the CH3C(O)CH2 radical with NO and NO2 were determined to be k(CH3C(O)CH2 + NO) = (2.6 +/- 0.3) x 10(-11) and k(CH3C(O)CH2 + NO2) = (1.6 +/- 0.4) x 10(-11) cm(3) molecule(-1) s(-1). The results are discussed in the context of the atmospheric chemistry of acetone and the long range atmospheric transport of NOx. (C) John Wiley & Sons, Inc.