Methyl 3-hydroperoxy-3-methyl-2-methylidenebutanoate | 102710-70-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Methyl 3-hydroperoxy-3-methyl-2-methylidenebutanoate
• 英文别名: methyl 3-hydroperoxy-3-methyl-2-methylidenebutanoate
• CAS: 102710-70-3
• 化学式: C₇H₁₂O₄
• 分子量: 160.17
• InChiKey: UXFPBYWAPZSFAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 2,3-dimethyl-3-hydroxybutanoate 在 mesoporphyrin IX dimethylester 氧气 作用下， 以 丙酮 为溶剂， 生成 Methyl 3-hydroperoxy-3-methyl-2-methylidenebutanoate
  参考文献：
  名称：

  单线态氧与α，β-不饱和酯的区域选择性反应

  摘要：

  单线态氧与α，β-不饱和酯的反应显示出一般优先选择与该酯成对的烷基上的氢。

  DOI：

  10.1016/s0040-4039(00)98279-0

文献信息

• Novel solvent hydrogen-bonding effects in the singlet oxygen ene reaction: a comparison of α,β-unsaturated esters and acids
  作者：Kristina L Stensaas、Jason A Payne、Alexa N Ivancic、Anisha Bajaj

  DOI：10.1016/s0040-4039(01)02066-4

  日期：2002.1

  corresponding methyl esters using singlet oxygen were investigated in methanol and methanol/water solvent mixtures and compared to non-hydrogen-bonding solvents with different dielectric constants. The major and minor ene allylic hydroperoxide products were quantified and this ratio for the acids was found to be dependent on a hydrogen-bonding interaction between the solvent and substrate.

  在甲醇和甲醇/水溶剂混合物中，研究了使用单重态氧对酸，当归酸，2,3-二甲基-2-丁烯酸及其相应的甲酯进行光氧化，并将其与具有不同介电常数的非氢键溶剂进行比较。对主要和次要烯丙基氢过氧化物产物进行了定量，发现该酸的比例取决于溶剂和底物之间的氢键相互作用。
• A New Experimental Protocol for Intrazeolite Photooxidations. The First Product-Based Estimate of an Upper Limit for the Intrazeolite Singlet Oxygen Lifetime
  作者：Andrea Pace、Edward L. Clennan

  DOI：10.1021/ja027053w

  日期：2002.9.1

  interior of the zeolite was documented. The nearly identical reaction rates in the two slurry solvents are attributed to a leveling of the singlet oxygen lifetime by the zeolite framework. A consideration of the rates of the various intrazeolite processes was used to estimate an upper limit for the intrazeolite lifetime of singlet oxygen.

  已经在己烷和全氟己烷浆液中检测了几种烯烃的沸石内光氧化。全氟己烷增加烯烃对沸石内部的亲合力的能力被记录在案。两种浆液溶剂中几乎相同的反应速率归因于沸石骨架使单线态氧寿命变平。考虑各种内部沸石过程的速率被用来估计单线态氧的内部沸石寿命的上限。
• Intrazeolite Photooxidations of Electron-Poor Alkenes
  作者：Edward L. Clennan、Jakub P. Sram、Andrea Pace、Katie Vincer、Sophia White

  DOI：10.1021/jo025657c

  日期：2002.5.1

  The inability of the intrazeolite environment to influence the regiochemistry of addition of singlet oxygen to electron-poor olefins is reported. This divergent behavior with respect to electron-rich alkenes is rationalized with a multicomplexation model that emphasizes the importance of intrazeolite substrate-cation binding.
• Regioselective reaction of singlet oxygen with α,β-unsaturated esters
  作者：Michael Orfanopoulos、Christopher S. Foote

  DOI：10.1016/s0040-4039(00)98279-0

  日期：1985.1

  The reaction of singlet oxygen with α,β-unsaturated esters shows a general preference for hydrogen abstraction on the alkyl group geminal to the ester.

  单线态氧与α，β-不饱和酯的反应显示出一般优先选择与该酯成对的烷基上的氢。