3-Oxopinane-2-nitrate | 189028-68-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-Oxopinane-2-nitrate
• 英文别名: (1S,2S,5S)-2,6,6-Trimethyl-3-oxobicyclo[3.1.1]heptan-2-yl nitrate；[(1S,2S,5S)-2,6,6-trimethyl-3-oxo-2-bicyclo[3.1.1]heptanyl] nitrate
• CAS: 189028-68-0
• 化学式: C₁₀H₁₅NO₄
• 分子量: 213.233
• InChiKey: BCIULZBFFUODJR-BYULHYEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (1S,2S,5S)-(-)-2-羟基-3-蒎酮 生成 3-Oxopinane-2-nitrate
  参考文献：
  名称：

  Product and Mechanistic Study of the Reaction of NO₃ Radicals with α-Pinene

  摘要：

  The reaction between NO3 and alpha-pinene has been studied in large reaction chambers of 0.5-200 m(3) volume, using long path FT-IR, GC-ECD, and GC-FID for the analyses. The reaction yielded 62 +/- 4% pinonaldehyde (3-acetyl-2,2-dimethylcyclobutane acetaldehyde) and 3 +/- 0.5% pinane epoxide. The total yield of alkylnitrates was estimated to be approximately 14%; two of the nitrates have been identified as 3-oxypinane-2-nitrate, and 2-hydroxy-3-nitrate with yields of 3 +/- 0.2% and 5 +/- 0.4%, respectively. This work represents the first quantitative identification of pinonaldehyde and alkylnitrates from the reaction of NO3 with alpha-pinene. A thermally stable peroxy acylnitrate was observed to be formed from secondary reactions of pinonaldehyde in the system. This compound has been assigned to 3-acetyl-2,2-dimethylcyclobutane acetylperoxynitrate. Possible implications for the atmospheric NOx chemistry are discussed. From the product data, a mechanism for the NO3 + alpha-pinene reaction has been constructed.

  DOI：

  10.1021/es960958n