4-methyl-1-oxaspiro[2.5]octane | 53955-82-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 4-methyl-1-oxaspiro[2.5]octane
• CAS: 53955-82-1
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: OEZJCNRSWITYNU-UHFFFAOYSA-N

物化性质

• 沸点：
  153.3±8.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-methyl-1-oxaspiro[2.5]octane 在 双氧水 、 氢气 作用下， 生成 1-Methyl-7,8,15-trioxa-dispiro[5.2.5.2]hexadecane
  参考文献：
  名称：

  A rapid route to medium to large ring lactones via the thermolysis of dispiro-1,2,4-trioxane derivatives

  摘要：

  二螺-1,2,4-三氧杂环己烷衍生物 3 在 190 °C癸烷中发生热分解后，会产生草内酯 4 或酮内酯 5，或二者的混合物，作为主要的扩环产物，具体取决于二螺取代基的性质。

  DOI：

  10.1039/c39930001076

文献信息

• Stereoselectivity and Substrate Specificity in the Kinetic Resolution of Methyl-Substituted 1-Oxaspiro[2.5]octanes by <i>Rhodotorula </i><i>g</i><i>lutinis</i> Epoxide Hydrolase
  作者：Carel A. G. M. Weijers、Petra Meeuwse、Robert L. J. M. Herpers、Maurice C. R. Franssen、Ernst J. R. Sudhölter

  DOI：10.1021/jo050533w

  日期：2005.8.1

  [GRAPHICS]The kinetic resolution of a range of methyl-substituted 1-oxaspiro[2.5]octanes by yeast epoxide hydrolase (YEH) from Rhodotorula glutinis has been investigated. The structural determinants of substrate specificity and stereoselectivity of YEH toward these substrates appeared to be the configuration of the epoxide ring and the substitution pattern of the cyclohexane ring. For all compounds tested, O-axial epoxides were hydrolyzed faster than the corresponding O-equatorial compounds. In concern of the ring substituents,.YEH preferred methyl groups on the Re side of the ring. Placement of substituents close to the spiroepoxide carbon decreased the reaction rate but increased enantioselectivity. YEH-catalyzed kinetic resolutions of 4-methyl 1-oxaspiro [2.5] octane epimers were most enantioselective,(E > 100).
• Facial Stereoselectivity of Two-Step Additions Initiated by Electrophilic Halogens to Methylenecyclohexanes. A Comparison with Epoxidation
  作者：Giuseppe Bellucci、Cinzia Chiappe、Giacomo Lo Moro、Giovanni Ingrosso

  DOI：10.1021/jo00124a047

  日期：1995.9
• Ranu, Brindaban C.; Das, Asish R., Journal of the Chemical Society. Perkin transactions I, 1992, # 15, p. 1881 - 1882
  作者：Ranu, Brindaban C.、Das, Asish R.

  DOI：——

  日期：——
• A rapid route to medium to large ring lactones via the thermolysis of dispiro-1,2,4-trioxane derivatives
  作者：Ahsanul Haq、Bernadette Kerr、Kevin J. McCullough

  DOI：10.1039/c39930001076

  日期：——

  Dispiro-1,2,4-trioxane derivatives 3, on thermolysis in decane at 190 °C, afford either oxalactones 4, or ketolactones 5, or mixtures of both as the predominant ring-expansion products depending on the respective natures of the dispiro substituents.

  二螺-1,2,4-三氧杂环己烷衍生物 3 在 190 °C癸烷中发生热分解后，会产生草内酯 4 或酮内酯 5，或二者的混合物，作为主要的扩环产物，具体取决于二螺取代基的性质。