2-Methoxy-2,5,5-trimethyl-Δ³-1,3,4-oxadiazoline | 77879-49-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 原羧酸衍生物
• 英文名称: 2-Methoxy-2,5,5-trimethyl-Δ³-1,3,4-oxadiazoline
• 英文别名: 2-methoxy-2,5,5-trimethyl-1,3,4-Δ³-oxadiazoline；2,5-dihydro-2-methoxy-2,5,5-trimethyl-1,3,4-oxadiazole；2-methoxy-2,5,5-trimethyl-Δ3-1,3,4-oxadiazoline；methoxyoxadiazoline；2-methoxy-2,5,5-trimethyl-^δ-3-1,3,4-oxadiazoline；2-Methoxy-2,5,5-trimethyl-1,3,4-oxadiazole
• CAS: 77879-49-3
• 化学式: C₆H₁₂N₂O₂
• 分子量: 144.173
• InChiKey: XHDRXBHHUYAHJF-UHFFFAOYSA-N

物化性质

• 沸点：
  48-51 °C(Press: 15 Torr)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Methoxy-2,5,5-trimethyl-Δ³-1,3,4-oxadiazoline 以 乙腈 为溶剂， 生成 2-重氮丙烷
  参考文献：
  名称：

  Δ³-1,3,4-Oxadiazolines:  Photochemical Precursors to Diazoalkanes and sec-Alkanediazonium Ions in Acidic Solution¹

  摘要：

  DOI：

  10.1021/ja962550w
• 作为产物：
  描述：

  乙酸 2-(1-甲基乙亚基)酰肼 在 lead(IV) acetate 作用下， 以 甲醇 为溶剂， 以30%的产率得到2-acetoxy-2,5,5-trimethyl-2,5-dihydro-[1,2,4]oxadiazole
  参考文献：
  名称：

  Thermolysis of 2-methoxy-2,5,5-trimethyl-.DELTA.3-1,3,4-oxadiazoline. Carbenes from thermal fragmentation of a carbonyl ylide intermediate

  摘要：

  DOI：

  10.1021/ja00399a084

文献信息

• Thermolysis of 2-methoxy-2,5,5-trimethyl-Δ³-1,3,4-oxadiazoline
  作者：A. P. Hitchcock、S. Zweep、T. Steel、M. Békhazi、J. Warkentin

  DOI：10.1139/v82-418

  日期：1982.12.1

  principal product of gas phase thermal decomposition of 2-methoxy-2,5,5-trimethyl-Δ3-1,3,4-oxadiazoline (methoxyoxa-diazoline) was found to be 1-methoxy-1-[(1-methylethenyl)oxy]-ethane (vinyl ether). This arises from a selective 1,4-hydrogen shift in the carbonyl ylide intermediate. Fragmentation of the carbonyl ylide is the dominant process in the solution thermolysis of methoxyoxadiazoline. The phase

  发现 2-甲氧基-2,5,5-三甲基-Δ3-1,3,4-恶二唑啉（甲氧基恶-重唑啉）气相热分解的主要产物是 1-甲氧基-1-[(1-甲基乙烯基)氧基]-乙烷（乙烯基醚）。这是由羰基叶立德中间体的选择性 1,4-氢位移引起的。羰基叶立德的裂解是甲氧基恶二唑啉溶液热解的主要过程。根据羰基叶立德中间体的可能结构讨论了这种热解的相和温度依赖性。
• Bekhazi, Michel; Warkentin, John, Canadian Journal of Chemistry, 1983, vol. 61, p. 619 - 624
  作者：Bekhazi, Michel、Warkentin, John

  DOI：——

  日期：——
• Electrooxidative cyclization of N-acylhydrazones of aldehydes and ketones to .DELTA.3-1,3,4-oxadiazolines and 1,3,4-oxadiazoles
  作者：Toshiro Chiba、Mitsuhiro Okimoto

  DOI：10.1021/jo00031a014

  日期：1992.2

  The electrolytic oxidation of ketone N-acylhydrazones (1) in methanolic sodium acetate induced their intramolecular cyclization to the corresponding 2-methoxy-DELTA(3)-1,3,4-oxadiazolines 3. The thermal stability of a given oxadiazoline and what products were formed by its thermal decomposition was found to depend on the natures of the substituents at C-2. Thus, 2-methoxy-2-phenyloxadiazolines preferentially yielded oxiranes 5, whereas 2-alkyl-2-methoxyoxadiazolines preferentially gave enol ethers 6. 2,2-Dimethoxyoxadiazolines decomposed to the parent ketones and many unidentified products. The electrolytic oxidation of aldehyde N-acylhydrazones 2 gave 2,5-disubstituted 1,3,4-oxadiazoles 4. The oxidative cyclization of the N-benzoylhydrazones of aliphatic aldehydes gave especially high yields of the corresponding heterocycles.
• Photolysis of 2-alkoxy-.DELTA.3-1,3,4-oxadiazolines. A new route to diazoalkanes
  作者：Michael W. Majchrzak、Michel Bekhazi、Irene Tse-Sheepy、John Warkentin

  DOI：10.1021/jo00269a019

  日期：1989.4
• Kindermann, Markus Karl; Kowski, Klaus; Muchall, Heidi M., Chemische Berichte, 1993, vol. 126, # 12, p. 2675 - 2682
  作者：Kindermann, Markus Karl、Kowski, Klaus、Muchall, Heidi M.、Rademacher, Paul

  DOI：——

  日期：——