5-Oxo-hexanal O-methyl-oxime | 154474-11-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-Oxo-hexanal O-methyl-oxime
• 英文别名: 6-Methoxyiminohexan-2-one；6-methoxyiminohexan-2-one
• CAS: 154474-11-0
• 化学式: C₇H₁₃NO₂
• 分子量: 143.186
• InChiKey: AKLFHUQKAIMPJB-UHFFFAOYSA-N

物化性质

• 沸点：
  216.7±42.0 °C(Predicted)
• 密度：
  0.94±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：
  5
• 环数：
  0.0
• 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-Oxo-hexanal O-methyl-oxime 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 以11%的产率得到2-(N-methoxyamino)-1-methyl-1-cyclopentanol
  参考文献：
  名称：

  通过Bu（3）SnH介导的羰基肟醚的还原环化的非对映选择性合成β-氨基醇。

  摘要：

  DOI：

  10.1021/jo971574y
• 作为产物：
  描述：

  5-[(E)-Methoxyimino]-hexanal O-methyl-oxime 在 臭氧 、 三苯基膦 作用下， 以 氘代氯仿 、 正戊烷 为溶剂， 生成 5-Oxo-hexanal O-methyl-oxime
  参考文献：
  名称：

  N-Methoxy-1,2,4-Dioxazolidines by Ozonolysis Reactions

  摘要：

  Ozonolysis of ethyl vinyl ether (7a) in the presence of the O-methylated oxime of cyclohexanone (8) afforded N-methoxy-1,2-dioxa-4-azaspiro[4.5]decane (9a), and ozonolyses of the O-methylated dioximes of 1,4- and 1,5-dicarbonyl compounds (10a-e) afforded N-methoxylated bicyclic 1,2,4-dioxazolidines (12a-e).

  DOI：

  10.1021/jo971469o

文献信息

• Electroorganic Chemistry. 144. Electroreductive Coupling of Ketones with O-Methyl Oximes, N,N-Dimethylhydrazones, and Nitrones. A Convenient Route to Synthesis of .beta.-Amino Alcohol
  作者：Tatsuya Shono、Naoki Kise、Taku Fujimoto、Ayuko Yamanami、Ryoji Nomura

  DOI：10.1021/jo00086a023

  日期：1994.4

  The intermolecular coupling of a variety of ketones with some types of O-methyl oximes took place when a mixture of both components was electrochemically reduced in i-PrOH with an Sn cathode. The product, beta-methoxyamino alcohol was easily converted to beta-amino alcohol by simple reduction. A chiral ligand effective for the enantioselective addition of diethylzinc to an aldehyde was easily obtained from the product formed by the electroreductive coupling of (-)-menthone with O-methylacetaldoxime. The intermolecular coupling of a ketone with a N,N-dimethylhydrazone or nitrone was also promoted by the electroreduction. Furthermore, the electroreductive coupling of a carbonyl group with an intramolecular O-methyl oxime moiety gave the corresponding cyclized product stereoselectively.