6-ethenyl-3-oxatricyclo[3.2.1.02,4]octane | 2886-87-5

• 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: 6-ethenyl-3-oxatricyclo[3.2.1.02,4]octane
• 英文别名: exo-2,3-epoxy-5-vinylbicyclo[2.2.1]heptane；exo-2,3-epoxy-5-vinylbicylo<2.2.1>heptane；6-vinyl-exo-3-oxatricyclo[3.2.1.0^2,4]octane
• CAS: 2886-87-5；88424-89-9；88424-90-2
• 化学式: C₉H₁₂O
• 分子量: 136.194
• InChiKey: FSTQYCKZORHMKL-IVORRVBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  12.53
• 氢给体数：
  0.0
• 氢受体数：
  1.0

安全信息

• 海关编码：
  2932999099

反应信息

• 作为产物：
  描述：

  6-epoxyethyl-3-oxatricyclo<3.2.1.02,4>octane 在 三苯基膦 作用下， 反应 8.5h， 以100%的产率得到6-ethenyl-3-oxatricyclo[3.2.1.02,4]octane
  参考文献：
  名称：

  Kas'yan, L. I.; Stepanova, N. V.; Galafeeva, M. F., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, p. 109 - 112

  摘要：

  DOI：

文献信息

• Manganese(III) Porphyrin Catalysts for the Oxidation of Terpene Derivatives: A Comparative Study
  作者：Valérie Maraval、Jean-Erick Ancel、Bernard Meunier

  DOI：10.1006/jcat.2001.3493

  日期：2002.3

  A comparative study involving four manganese(III) porphyrin catalysts combined with two different oxidants (sodium hypochlorite and potassium monopersulfate) has been performed in the epoxidation of three terpene derivatives. The catalytic oxidation of α-pinene produces selectively 100% of the epoxide or 65% of allylic oxidation products, only by modification of the substituents on the meso-positions

  在三种萜烯衍生物的环氧化中，进行了涉及四种锰（III）卟啉催化剂与两种不同氧化剂（次氯酸钠和单过硫酸钾）的比较研究。α蒎烯的催化氧化仅通过对取代基的修饰产生的环氧化物选择性100％或烯丙基氧化产物65％，内消旋金属卟啉催化剂的位上。5-乙烯基-2-降冰片烯的催化氧化具有区域选择性和立体选择性，仅产生外生的-2,3-环氧-5-乙烯基降冰片烷。用共轭二烯烃α-萜品烯，令人惊奇地观察到氧化脱氢反应，产生了对-甲基异丙基苯作为主要化合物。
• Epoxidation with molecular oxygen in the presence of PdCl (NO2) (CH3CN)2
  作者：Andreas Heumann、Frédéric Chauvet、Bernard Waegell

  DOI：10.1016/s0040-4039(00)87453-5

  日期：——

  Several mono or non conjugated diolefins are submitted to the action of oxygen in presence of catalytic amounts of PdCl (NO2) (CH3CN)2. Depending on the olefin structures methylketones or epoxides are obtained.

  几种单或非共轭二烯烃在催化量的PdCl（NO 2）（CH 3 CN）2的存在下经受氧的作用。取决于烯烃结构，获得甲基酮或环氧化物。
• Hydrogen peroxide oxidation catalyzed by heteropoly acids combined with cetylpyridinium chloride. Epoxidation of olefins and allylic alcohols, ketonization of alcohols and diols, and oxidative cleavage of 1,2-diols and olefins
  作者：Yasutaka Ishii、Kazumasa Yamawaki、Toshikazu Ura、Hiroshi Yamada、Tsutomu Yoshida、Masaya Ogawa

  DOI：10.1021/jo00250a032

  日期：1988.7
• Oxidative dihydroxylation of alicyclic unsaturated hydrocarbons with vinyl- and norbornene fragments in pseudohomogenic system
  作者：Kh. M. Alimardanov、N. I. Garibov、M. Ya. Abdullaeva、O. A. Sadygov、A. D. Kuliev、E. G. Ismailov

  DOI：10.1134/s1070363213010118

  日期：2013.1

  Oxidation of alicyclic unsaturated hydrocarbons (4-vinylcyclohexene, 5-vinylnorbornene, 5-cyclohexenylnorbornene, and 5-vinylbicyclooctene) with 30% hydrogen peroxide solutions and percarbamide is studied. Reaction was carried out at 40-70A degrees C in the presence of heterogenized peroxocomplex compounds of molybdenum and tungsten formed "in situ" in the reaction of metal oxohalides with H3PO4, nano-dimensional particles of carbon material, and hydrogen peroxide. Main oxidation products of alicyclic diene hydro-carbons are the corresponding unsaturated epoxides and diols. Depending on the reaction condition their ratio varies in a wide range.
• Oxygen-transfer reactions catalyzed by nitropalladium(II) complexes. Reactivity of bis(.mu.-chloro)bis[exo-3-(nitrosooxy)bicyclo[2.2.1]hept-2-yl-C,N]dipalladium: cleavage of the carbon-palladium bond
  作者：F. Chauvet、A. Heumann、B. Waegell

  DOI：10.1021/jo00386a006

  日期：1987.5