2-methylpropionyl peroxynitrate | 65424-60-4

• 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-methylpropionyl peroxynitrate
• 英文别名: Peroxyisobutyryl nitrate；Peroxide, 2-methyl-1-oxopropyl nitro；nitro 2-methylpropaneperoxoate
• CAS: 65424-60-4
• 化学式: C₄H₇NO₅
• 分子量: 149.103
• InChiKey: BDNFHGUXBRZLRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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-methylpropionyl peroxynitrate 在 氧化亚氮 作用下， 生成 丙酮
  参考文献：
  名称：

  硝酸过氧异丁酰硝酸。

  摘要：

  Peroxyisobutyryl nitrate, (CH3)2CHC(O)OONO2(PiBN), has been synthesized in the liquid phase, measured by electron capture gas chromatography (EC-GC), characterized in a number of decomposition tests, and prepared in-situ in the gas phase by sunlight irradiation of isobutyl nitrite, of isobutanal with NO, and of 3-methyl-1-butene with NO in air. The corresponding reaction mechanisms are outlined. In the liquid phase, PiBN decomposes to isopropylnitrate. In the gas phase, thermal decomposition in the presence of NO yields acetone (91+/-7%). Isobutanal reacts with OH predominantly (greater-than-or-equal-to 98%) by H abstraction from the carbonyl carbon, and 3-methyl-1-butene reacts with OH predominantly (greater-than-or-equal-to 98%) by addition on the C=C bond. Reaction with oxygen predominates (greater-than-or-equal-to 96%) over unimolecular decomposition for the alkoxy radicals (CH3)2CH(O) and (CH3)2CHCH2(O). Emission inventory data for hydrocarbons that are precursors to PiBN indicate that the PiBN-forming potential relative to that of PAN is less-than-or-equal-to 0.10. This ratio also represents an upper limit for the positive bias due to PiBN when measuring ambient PAN by EC-GC with packed columns, on which PiBN and PAN co-elute.

  DOI：

  10.1021/es00050a023
• 作为产物：
  描述：

  正丁醛 在 溴 、 氧气 、 二氧化氮 作用下， 生成 2-methylpropionyl peroxynitrate
  参考文献：
  名称：

  羰基的热稳定性 Part I. 直链和支链 C4 和 C5 酰基

  摘要：

  已在不锈钢 (v=12 L)。RCO 自由基通过 Br2–RC(O)H–O2–NO2–N2 混合物在 420 nm 波长下的连续光解制备。使用 FT-IR 光谱仪通过长程 IR 吸收分析产物 CO 和 RC(O)O2NO2。速率常数比 kdis/kO2 在 317 K 下测定正丁酰基、正戊酰基、3-甲基丁酰基、2-甲基丙酰基和 2-甲基丁酰基，以及 2,2-二甲基丙酰基（=新戊酰基，叔丁基-CO)自由基。总压力为 1 bar (M=N2+O2)。采用乙酰化 kO2 的文献值，单分子分解速率常数 kdis 由测量的 kdis/kO2 比率得出。在 298 K、1 bar、M=O2+N2 下，对于 CH3CO 中的每个 H 原子连续被甲基取代（对应于 R 的支化增加），kdis 增加 35、54 和 24 倍。对于 2,2-二甲基丙酰基自由基的单分子分解，在温度范围内推导出 Arrhenius

  DOI：

  10.1039/a909557h

文献信息

• Grosjean Daniel, Grosjean Eric, Williams Edwin L. (II), Environ. Sci. and Technol., 28 (1994) N 1, S 167-172
  作者：Grosjean Daniel, Grosjean Eric, Williams Edwin L. (II)

  DOI：——

  日期：——
• Peroxyisobutyryl nitrate
  作者：Daniel. Grosjean、Eric. Grosjean、Edwin L. Williams

  DOI：10.1021/es00050a023

  日期：1994.1.1

  Peroxyisobutyryl nitrate, (CH3)2CHC(O)OONO2(PiBN), has been synthesized in the liquid phase, measured by electron capture gas chromatography (EC-GC), characterized in a number of decomposition tests, and prepared in-situ in the gas phase by sunlight irradiation of isobutyl nitrite, of isobutanal with NO, and of 3-methyl-1-butene with NO in air. The corresponding reaction mechanisms are outlined. In the liquid phase, PiBN decomposes to isopropylnitrate. In the gas phase, thermal decomposition in the presence of NO yields acetone (91+/-7%). Isobutanal reacts with OH predominantly (greater-than-or-equal-to 98%) by H abstraction from the carbonyl carbon, and 3-methyl-1-butene reacts with OH predominantly (greater-than-or-equal-to 98%) by addition on the C=C bond. Reaction with oxygen predominates (greater-than-or-equal-to 96%) over unimolecular decomposition for the alkoxy radicals (CH3)2CH(O) and (CH3)2CHCH2(O). Emission inventory data for hydrocarbons that are precursors to PiBN indicate that the PiBN-forming potential relative to that of PAN is less-than-or-equal-to 0.10. This ratio also represents an upper limit for the positive bias due to PiBN when measuring ambient PAN by EC-GC with packed columns, on which PiBN and PAN co-elute.
• Thermal stability of carbonyl radicals Part I. Straight-chain and branched C4 and C5 acyl radicals
  作者：S. Jagiella、H. G. Libuda、F. Zabel

  DOI：10.1039/a909557h

  日期：——

  The competition between thermal decomposition (kdis) and O2 addition (kO2) of linear and branched C4 and C5 alkanoyl (R-C(•)O, R=alkyl) radicals has been studied in a photochemical reaction chamber made from stainless steel (v=12 L). RCO radicals were prepared by continuous photolysis of Br2–RC(O)H–O2–NO2–N2 mixtures at wavelengths 420 nm. The products CO and RC(O)O2NO2 were analyzed by long-path IR

  已在不锈钢 (v=12 L)。RCO 自由基通过 Br2–RC(O)H–O2–NO2–N2 混合物在 420 nm 波长下的连续光解制备。使用 FT-IR 光谱仪通过长程 IR 吸收分析产物 CO 和 RC(O)O2NO2。速率常数比 kdis/kO2 在 317 K 下测定正丁酰基、正戊酰基、3-甲基丁酰基、2-甲基丙酰基和 2-甲基丁酰基，以及 2,2-二甲基丙酰基（=新戊酰基，叔丁基-CO)自由基。总压力为 1 bar (M=N2+O2)。采用乙酰化 kO2 的文献值，单分子分解速率常数 kdis 由测量的 kdis/kO2 比率得出。在 298 K、1 bar、M=O2+N2 下，对于 CH3CO 中的每个 H 原子连续被甲基取代（对应于 R 的支化增加），kdis 增加 35、54 和 24 倍。对于 2,2-二甲基丙酰基自由基的单分子分解，在温度范围内推导出 Arrhenius