α-fenchene | 7378-37-2

• 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: α-fenchene
• 英文别名: (1S)-7,7-dimethyl-2-methylene-norbornane；(1S)-7,7-Dimethyl-2-methylen-norbornan；(1#S)-7,7-Dimethyl-2-methylen-norbornan; l-α-Fenchen；(-)-7,7-dimethyl-2-methylene-bicyclo[2.2.1]heptane；(-)-α-Fenchen；α-Fenchen；(+)-alpha-Fenchene；(1S,4R)-7,7-dimethyl-2-methylidenebicyclo[2.2.1]heptane
• CAS: 7378-37-2
• 化学式: C₁₀H₁₆
• 分子量: 136.237
• InChiKey: XCPQUQHBVVXMRQ-BDAKNGLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  α-fenchene 在 selenium(IV) oxide 、 四氧化钌 作用下， 生成 7,7-二甲基双环2.2.1庚烷-2,3-二酮
  参考文献：
  名称：

  Synthesis of ((1-R)-[2-18O]-.alpha.-fenchocamphoronequinone. Specific labeling of one carbonyl group in a norbornane-2,3-dione

  摘要：

  DOI：

  10.1021/jo00957a015
• 作为产物：
  描述：

  α-Fenchol-p-toluolsulfonat 在 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 生成 α-fenchene
  参考文献：
  名称：

  Hueckel,W.; Volkmann,D., Justus Liebigs Annalen der Chemie, 1963, vol. 664, p. 31 - 75

  摘要：

  DOI：

文献信息

• Qvist, Justus Liebigs Annalen der Chemie, 1918, vol. 417, p. 318
  作者：Qvist

  DOI：——

  日期：——
• Zelinsky, Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1904, vol. 36, p. 769
  作者：Zelinsky

  DOI：——

  日期：——
• Komppa; Roschier, Justus Liebigs Annalen der Chemie, 1929, vol. 470, p. 143
  作者：Komppa、Roschier

  DOI：——

  日期：——
• ——
  作者：O. I. Yarovaya、D. V. Korchagina、Yu. V. Gatilov、V. A. Barkhash

  DOI：10.1023/a:1020335019901

  日期：——

  Isomerization of camphene and alpha-fenchene epoxides under homogeneous and heterogeneous conditions in media of various acidity was studied. The intermolecular reactions of these epoxy compounds with unsaturated aldehydes, allyl alcohol and methanol on askanite-bentonite clay yielded spiroacetals, and open-chain hydroxyethers and acetals. The results obtained are compared to those for reactions with the initial monoterpenes.
• Oxidation of α-pinene by atmospheric oxygen in the supercritical CO2—ethyl acetate system in the presence of Co(II) complexes
  作者：V. I. Anikeev、I. V. Il’ina、S. Yu. Kurbakova、A. A. Nefedov、K. P. Volcho、N. F. Salakhutdinov

  DOI：10.1134/s0036024412010049

  日期：2012.2

  The reactivity of monoterpene alpha-pinene in a flow reactor in the presence of cobalt catalyst in a complex supercritical solvent consisting of CO2 and ethyl acetate is studied over the temperature range of 190-320A degrees C and a pressure range of 110-125 atm. It was found that the main isomerization products include compounds with bicyclo[2.2.1]heptane and p-menthane backbones; the reaction is accompanied by partial racemization. The formation of oxidation products is observed in the presence of air, with epoxydation rather than allylic oxidation being the predominant process at the first stage. The oxidized products (campholenic aldehyde, verbenone, pinocamphone) are shown to be formed with a high enantioselectivity; the formation of acetoxylation products is observed at temperatures above 200A degrees C.