2-Methyl-2-propenoyl nitro peroxide | 88181-75-3

• 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: 2-Methyl-2-propenoyl nitro peroxide
• 英文别名: peroxymethacrylic nitric anhydride；peroxymethacryloyl nitrate；Peroxide, 2-methyl-1-oxo-2-propenyl nitro；nitro 2-methylprop-2-eneperoxoate
• CAS: 88181-75-3
• 化学式: C₄H₅NO₅
• 分子量: 147.087
• InChiKey: LLZWPQFQEBKRLX-UHFFFAOYSA-N

物化性质

• 沸点：
  190.5±23.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2-Methyl-2-propenoyl nitro peroxide 在 亚硝酸乙酯 作用下， 生成 聚合甲醛 、 羟基丙酮
  参考文献：
  名称：

  Gas phase reaction of the hydroxyl radical with the unsaturated peroxyacyl nitrate CH2?C(CH3)C(O)OONO2

  摘要：

  AbstractThe gas phase reaction of the hydroxyl radical with the unsaturated peroxyacyl nitrate CH2  C(CH3)C(O)OONO2 (MPAN) has been studied at 298 ± 2 K and atmospheric pressure. The OH‐MPAN reaction rate constant relative to that of OH + n‐butyl nitrate is 2.08 ± 0.25. This ratio, together with a literature rate constant of 1.74 × 10−12 cm3 molecule−1 s−1 for the OH + n‐butyl nitrate reaction at 298 K, yields a rate constant of (3.6 ± 0.4)× 10−12 cm3 molecule−1 s−1 for the OH‐MPAN reaction at 298 ± 2 K. Hydroxyacetone and formaldehyde are the major carbonyl products. The yield of hydroxyacetone, 0.59 ± 0.12, is consistent with preferential addition of OH at the unsubstituted carbon atom. Atmospheric persistence and removal processes for MPAN are briefly discussed. © 1993 John Wiley & Sons, Inc.

  DOI：

  10.1002/kin.550251106
• 作为产物：
  描述：

  2-甲基丙烯醛 在 氧气 、 五氧化二氮 作用下， 生成 2-Methyl-2-propenoyl nitro peroxide
  参考文献：
  名称：

  Kinetic investigation of the reaction between the NO3 radical and peroxymethacrylic nitric anhydride (MPAN)

  摘要：

  在大气压下，通过相对速率法研究了NO3自由基与过氧甲基丙烯酸酐（MPAN：（CH22C(CH3)C(O)O2NO2）之间的气相反应。速率常数值为（1.45±0.45）×10-16 c分子-1 s-1。在行星边界层昼夜变化模型中考虑了MPAN的大气化学。

  DOI：

  10.1039/a901576k

文献信息

• Branching Ratios for the Reaction of Selected Carbonyl-Containing Peroxy Radicals with Hydroperoxy Radicals
  作者：Alam S. Hasson、Geoffrey S. Tyndall、John J. Orlando、Sukhdeep Singh、Samuel Q. Hernandez、Sean Campbell、Yesenia Ibarra

  DOI：10.1021/jp211799c

  日期：2012.6.21

  important chemical sink for organic peroxy radicals (RO2) in the troposphere is reaction with hydroperoxy radicals (HO2). Although this reaction is typically assumed to form hydroperoxides as the major products (R1a), acetyl peroxy radicals and acetonyl peroxy radicals have been shown to undergo other reactions (R1b) and (R1c) with substantial branching ratios: RO2 + HO2 → ROOH + O2 (R1a), RO2 + HO2 →

  对流层中有机过氧自由基（RO 2）的重要化学吸收剂是与氢过氧自由基（HO 2）的反应。尽管通常假定该反应会形成氢过氧化物作为主要产物（R1a），但已证明乙酰基过氧自由基和丙酮基过氧自由基会进行其他反应（R1b）和（R1c），并具有明显的支化比：RO 2 + HO 2 →ROOH + O 2（R1a），RO 2 + HO 2 →ROH + O 3（R1b），RO 2 + HO 2 →RO + OH + O 2（R1c）。理论工作表明，反应（R1b）和（R1c）可能是酰基过氧和α-羰基过氧自由基的一般特征。在这项工作中，得出了六个含羰基的过氧自由基的R1a–R1c的支化比：C 2 H 5 C（O）O 2，C 3 H 7 C（O）O 2，CH 3 C（O）CH 2 O 2，CH 3 C（O）CH（O 2）CH 3，CH 2 ClCH（O 2）C（O）CH 3和CH 2 ClC（CH 3）（O 2
• Kinetic investigation of the reaction between the NO3 radical and peroxymethacrylic nitric anhydride (MPAN)
  作者：C E. Canosa-Mas、M D. King、D E. Shallcross、R P. Wayne

  DOI：10.1039/a901576k

  日期：——

  The gas-phase reaction between the NO3 radical and peroxymethacrylic nitric anhydride (MPAN: (CH22C(CH3)C(O)O2NO2) has been studied by a relative-rate method at atmospheric pressure. A value of (1.45±0.45)×10-16 c molecule-1 s-1 was obtained for the rate constant. The atmospheric chemistry of MPAN was considered in a diurnally varying model of the planetary boundary layer.

  在大气压下，通过相对速率法研究了NO3自由基与过氧甲基丙烯酸酐（MPAN：（CH22C(CH3)C(O)O2NO2）之间的气相反应。速率常数值为（1.45±0.45）×10-16 c分子-1 s-1。在行星边界层昼夜变化模型中考虑了MPAN的大气化学。
• Gas phase reaction of the hydroxyl radical with the unsaturated peroxyacyl nitrate CH2?C(CH3)C(O)OONO2
  作者：Daniel Grosjean、Edwin L. Williams、Eric Grosjean

  DOI：10.1002/kin.550251106

  日期：1993.11

  AbstractThe gas phase reaction of the hydroxyl radical with the unsaturated peroxyacyl nitrate CH2  C(CH3)C(O)OONO2 (MPAN) has been studied at 298 ± 2 K and atmospheric pressure. The OH‐MPAN reaction rate constant relative to that of OH + n‐butyl nitrate is 2.08 ± 0.25. This ratio, together with a literature rate constant of 1.74 × 10−12 cm3 molecule−1 s−1 for the OH + n‐butyl nitrate reaction at 298 K, yields a rate constant of (3.6 ± 0.4)× 10−12 cm3 molecule−1 s−1 for the OH‐MPAN reaction at 298 ± 2 K. Hydroxyacetone and formaldehyde are the major carbonyl products. The yield of hydroxyacetone, 0.59 ± 0.12, is consistent with preferential addition of OH at the unsubstituted carbon atom. Atmospheric persistence and removal processes for MPAN are briefly discussed. © 1993 John Wiley & Sons, Inc.