3-乙酰基-2,2-二甲基环丁烷甲醛 | 132478-08-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-乙酰基-2,2-二甲基环丁烷甲醛
• 英文名称: norpininealdehyde
• 英文别名: norpinonaldehyde；3-Acetyl-2,2-dimethylcyclobutane-1-carbaldehyde
• CAS: 132478-08-1
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: CRBGTXDFEDFKSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-乙酰基-2,2-二甲基环丁烷甲醛 、 O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine 以 水 、 乙腈 为溶剂， 反应 24.0h， 生成 2,2-Dimethyl-3-{1-[(E)-pentafluorophenylmethoxyimino]-ethyl}-cyclobutanecarbaldehyde O-pentafluorophenylmethyl-oxime
  参考文献：
  名称：

  Identification of Products Containing −COOH, −OH, and −CO in Atmospheric Oxidation of Hydrocarbons

  摘要：

  Atmospheric oxidation of hydrocarbons by hydroxyl radicals and ozone leads to products containing -COOH, -OH, and -C=O functional groups. The high polarity of such compounds precludes direct GC-MS analysis. In addition, many such compounds often exist in a single sample at trace levels. An analytical method has been developed to identify compounds containing one or more functional groups of carbonyl, carboxy, and hydroxy in atmospheric samples. In the method, -C=O groups are derivatized using 0-(2,3,4,5,6-pentafluorobenzyl) hydroxy amine (PFBHA), and -COOH and -OH groups are derivatized using a silylation reagent N,O-bis(trimethylsilyl)trifluoro-acetamide (BSTFA). The derivatives are easily resolved by a GC column. The chemical ionization mass spectra of these derivatives exhibit several pseudomolecular ions, allowing unambiguous determination of molecular weights. Functional group identification is accomplished by monitoring the ions in the electron ionization mass spectra that are characteristic of each functional group derivative: m/z 181 for carbonyl and m/z 73 and 75 for carboxyl and hydroxy groups. The method is used to identify products in laboratory studies of ozone oxidation of alpha-pinene and Delta(3)-carene. Among products from ozone oxidation of alpha-pinene, we have detected pinonaldehyde, norpinonaldehyde , pinonic acid, norpinonic acid, C-10 hydroxy dicarbonyls, pinic acid, 2,2-dimethyl-3-(formylmethyl)-cyclobutane-formic acid, and a product that has a molecular weight of 156 and contains a C=O and a COOH/OH group. The latter two products have not been reported previously. Delta(3)-carene is structurally analogous to alpha-pinene in that both have an internal unsaturated bond where ozone oxidation takes place. We have also identified the corresponding analogous products, of which all but caronaldehyde are reported for the first time.

  DOI：

  10.1021/es980129x
• 作为产物：
  描述：

  2-蒎烯聚合物 生成 3-乙酰基-2,2-二甲基环丁烷甲醛
  参考文献：
  名称：

  JAY, KLAUS;STIEGLITZ, LUDWIG, CHEMOSPHERE, 19,(1989) N2, C. 1939-1950

  摘要：

  DOI：

文献信息

• Mechanisms for the formation of secondary organic aerosol components from the gas-phase ozonolysis of α-pinene
  作者：Yan Ma、Andrew T. Russell、George Marston

  DOI：10.1039/b803283a

  日期：——

  added Criegee intermediate scavengers, NO(2)etc.) was investigated to probe the mechanisms of formation of these products; additional information was obtained by studying the ozonolysis of an enal and an enone derived from alpha-pinene. On the basis of experimental findings, previously suggested mechanisms were evaluated and detailed gas-phase mechanisms were developed to explain the observed product formation

  在“无OH”条件下的静态室实验中研究了α-pine烯的气相臭氧分解。在衍生化之后，使用与质谱联用的气相色谱法在冷凝相中鉴定了一系列多功能产物，特别是低挥发性的羧酸。研究了产物收率对反应条件（湿度，OH自由基清除剂的选择，添加的Criegee中间清除剂，NO（2）等）的依赖性，以探讨这些产物的形成机理。通过研究烯类和衍生自α-an烯的烯酮的臭氧分解获得了更多信息。根据实验结果，对先前提出的机理进行了评估，并开发了详细的气相机理来解释观察到的产物形成。
• Aerosol Formation from the Reaction of α-Pinene and Ozone Using a Gas-Phase Kinetics-Aerosol Partitioning Model
  作者：Richard Kamens、Myoseon Jang、Chao-Jung Chien、Keri Leach

  DOI：10.1021/es980725r

  日期：1999.5.1

  As a result of new aerosol compositional information, we have implemented an exploratory model for predicting aerosol yields from the reaction of cr-pinene with ozone in the atmosphere. This new approach has the ability to embrace a range of different atmospheric chemical conditions, which bring about biogenic aerosol formation. A kinetic mechanism was used to describe the gas-phase reactions of ci-pinene with ozone. This reaction scheme produces low vapor pressure reaction products that distribute between gas and particle phases. Some of the products have subcooled liquid vapor pressures which are low enough to initiate self-nucleation. More volatile products such as pinonic acid and pinonaldehyde will not self-nucleate but will partition onto existing particle surfaces. Partitioning was treated as an equilibrium between the rate of particle uptake and rate of particle loss of semivolatile terpene reaction products. Given estimated liquid vapor pressures and activation energies of desorption, it was possible to calculate gas-particle equilibrium constants and aerosol desorption rate constants at different temperatures. This permitted an estimate of the rate of absorption from the gas phase. Gas- and aerosol-phase reactions were linked together in one chemical mechanism, and a chemical kinetics solver was used to predict reactant and product concentrations over time. Aerosol formation from the model was then compared with aerosol production observed from outdoor chamber experiments. Approximately 20-40% of the reacted a-pinene carbon appeared in the aerosol phase. Models vs experimental aerosol yields are shown in Figure 2 and illustrate that reasonable predictions of secondary aerosol formation are possible. The majority of the aerosol mass came from the mass transfer of gas-phase products to the aerosol phase. An important observation from the product data and the model was that as temperatures and aerosol mass changed from experiment to experiment, the composition of the aerosol changed.