5,6-dihydro-3,5,5-trimethyl-1,4-oxazin-2-one | 53153-46-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪类
• 英文名称: 5,6-dihydro-3,5,5-trimethyl-1,4-oxazin-2-one
• 英文别名: 3,5,5-Trimethyl-5,6-dihydro-2H-1,4-oxazin-2-one；3,3,5-trimethyl-2H-1,4-oxazin-6-one
• CAS: 53153-46-1
• 化学式: C₇H₁₁NO₂
• 分子量: 141.17
• InChiKey: KDNTYUDMNKXLQN-UHFFFAOYSA-N

物化性质

• 沸点：
  176.5±23.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6-dihydro-3,5,5-trimethyl-1,4-oxazin-2-one 生成 3,5,5-三甲基-2-吗啉酮
  参考文献：
  名称：

  Unusually weak carbon-carbon single bond

  摘要：

  DOI：

  10.1021/ja00858a014
• 作为产物：
  描述：

  3,5,5-三甲基-3-(3,5,5-三甲基-2-氧代-吗啉-3-基)吗啉-2-酮 以 氯仿 为溶剂， 生成 5,6-dihydro-3,5,5-trimethyl-1,4-oxazin-2-one
  参考文献：
  名称：

  Electron-transfer chemistry of the merostabilized 3,5,5-trimethyl-2-morpholinon-3-yl radical

  摘要：

  DOI：

  10.1021/ja00394a020

文献信息

• Clark, K. Brady; Wayner, Danial D. M.; Demirdji, Samuel H., Journal of the American Chemical Society, 1993, vol. 115, # 6, p. 2447 - 2453
  作者：Clark, K. Brady、Wayner, Danial D. M.、Demirdji, Samuel H.、Koch, Tad H.

  DOI：——

  日期：——
• Equilibrium between 2-oxomorpholin-3-yl radicals and viologen radicals. Determination of reduction potentials
  作者：Robert Patrick Mahoney、Paul A. Fretwell、Samuel H. Demirdji、R. L. Mauldin、Olester Benson、Tad H. Koch

  DOI：10.1021/ja00027a026

  日期：1992.1

  Bi(3,5,5-trimethyl-2-oxomorpholin-3-yl) (TM-3 dimer) undergoes bond homolysis to yield 3,5,5-trimethyl-2-oxomorpholin-3-yl (TM-3), which reduces propyldiquat (PDQ2+) to its radical cation PDQ+. The byproduct is 5,6-dihydro-3, 5,5-trimethyl-1,4-oxazin-2-one (8). Similarly, bi(5,5-dimethyl-4-ethyl-2-oxomorpholin-3-yl) (DEM-3 dimer) cleaves to 5,5-dimethyl-4-ethyl-2-oxomorpholin-3-yl (DEM-3), which reduces paraquat (PQ2+) to its radical cation PQ+. The byproduct, 5,5-dimethyl-4-ethyl-3-methoxy-2-oxomorpholine (10), results from rapid addition of methanol solvent to the transient 5,6-dihydro-4-ethyl-5, 5-dimethyl-1,4-oxazin-2-onium cation (11). Concentration versus time data for the respective viologen radical cations together with reduction potentials for the viologens place the reduction potentials for TM-3 dimer and DEM-3 dimer at -0.56 and -0.33 V versus NHE, respectively, in Tris/Tris-H+ buffered methanol. The kinetics of reduction are analyzed using numerical integration, and the two reducing agents are compared with dithionite.
• Mechanistic investigation of reduction of daunomycin and 7-deoxydaunomycinone with bi(3,5,5-trimethyl-2-oxomorpholin-3-yl)
  作者：Don L. Kleyer、Tad H. Koch

  DOI：10.1021/ja00320a027

  日期：1984.4
• Trost, Barry M.; Marrs, Christopher M., Journal of the American Chemical Society, 1993, vol. 115, # 15, p. 6636 - 6645
  作者：Trost, Barry M.、Marrs, Christopher M.

  DOI：——

  日期：——
• Photochemical reactivity of imino lactones. Photoreduction and photoelimination
  作者：Tad H. Koch、John A. Olesen、James DeNiro

  DOI：10.1021/jo00889a003

  日期：1975.1