butanal O-methyloxime | 31376-98-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: butanal O-methyloxime
• 英文别名: butyraldehyde O-methyl-oxime；n-Butyraldoxim-O-methylaether；n-Butyraldehyd-O-methyloxim；Butanal-O-methyloxim；Butyraldehyde O-methyl oxime；N-methoxybutan-1-imine
• CAS: 31376-98-4
• 化学式: C₅H₁₁NO
• 分子量: 101.148
• InChiKey: BMDFNHAUSSAITP-UHFFFAOYSA-N

物化性质

• 沸点：
  107.3±23.0 °C(Predicted)
• 密度：
  0.82±0.1 g/cm3(Predicted)
• 保留指数：
  680

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  butanal O-methyloxime 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 生成 2-Brom-n-butyraldoxim-O-methylaether
  参考文献：
  名称：

  Preparation of 2-alkoxyiminoalkyl bromides by the bromination of O-alkyl oximes with N-bromosuccinimide

  摘要：

  DOI：

  10.1021/jo00821a046
• 作为产物：
  描述：

  甲氧基胺盐酸盐 、 正丁醛 在 sodium acetate 作用下， 以 甲醇 、 水 为溶剂， 反应 2.75h， 以72%的产率得到butanal O-methyloxime
  参考文献：
  名称：

  Silver ion α-oxy carboxylate-oxime complexes

  摘要：

  一种非羟基溶剂可溶性银络合物，包括与α-羟基羧酸酯和肟化合物络合的可还原银离子。该非羟基溶剂可溶性银络合物可以用以下公式（I）表示：(Ag+)a(L)b(P)c (I)，其中L代表α-羟基羧酸酯；P代表肟化合物；a为1或2；b为1或2；c为1、2、3或4，但当a为1时，b为1，当a为2时，b为2。这种络合物可以被纳入感光组合物中，通过方法在各种物品上提供薄膜或图案，以提供具有电导性的银金属。

  公开号：

  US09783553B1

文献信息

• Electroreductive intermolecular coupling of ketones with O-methyl oximes. A convenient route to synthesis of 2-amino alcohols
  作者：Tatsuya Shono、Naoki Kise、Taku Fujimoto

  DOI：10.1016/s0040-4039(00)79486-x

  日期：1991.1

  The electroreduction of ketones together with O-methyl oximes gave intermolecularly coupled products, 2-methoxyamino alcohols, which were easily reduced to 2-amino alcohols.

  酮与O-甲基肟的电还原得到分子间偶联的产物2-甲氧基氨基醇，该产物容易还原为2-氨基醇。
• Removable Silyl Group as a “Masked Proton” in Oxy-2-oxonia(azonia)-Cope Rearrangement: Applications in Stereoselective Total Synthesis of Natural Macrolides
  作者：Wenbo Mu、Yue Zou、Lijun Zhou、Quanrui Wang、Andreas Goeke

  DOI：10.1002/ejoc.201500654

  日期：2015.8

  In the presence of a Lewis acid, trimethylsilyl-substituted β,γ-unsaturated ketones and aldehydes (imines) undergo nucleophilic addition to produce zwitterionic intermediates, followed by oxy-2-oxonia(azonia)-Cope rearrangements to give homoallylic esters (amides). In the case of TMS-containing 2-vinylcycloalkanones, the process results in ring-enlargement, providing 10- to 16-membered lactones. This

  在路易斯酸的存在下，三甲基甲硅烷基取代的 β,γ-不饱和酮和醛（亚胺）进行亲核加成以产生两性离子中间体，然后进行 oxy-2-oxonia（azonia）-Cope 重排以产生均烯丙基酯（酰胺） . 在含有 TMS 的 2-乙烯基环烷酮的情况下，该过程导致环扩大，提供 10 至 16 元内酯。该协议适用于 (R)-phoracantholide I 的全合成。
• 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.
• Preparation of 2-alkoxyiminoalkyl bromides by the bromination of O-alkyl oximes with N-bromosuccinimide
  作者：Sou-Yie Chu、Dominick A. Coviello

  DOI：10.1021/jo00821a046

  日期：1971.11
• Silver ion α-oxy carboxylate-oxime complexes
  申请人：Eastman Kodak Company

  公开号：US09783553B1

  公开（公告）日：2017-10-10

  A non-hydroxylic-solvent soluble silver complex comprises a reducible silver ion complexed with an α-oxy carboxylate and an oxime compound. The non-hydroxylic-solvent soluble silver complex can be represented by the following formula (I): (Ag+)a(L)b(P)c   (I) wherein L represents the α-oxy carboxylate; P represents the oxime compound; a is 1 or 2; b is 1 or 2; and c is 1, 2, 3, or 4, provided that when a is 1, b is 1, and when a is 2, b is 2. Such complexes can be incorporated into photosensitive compositions in method to provide thin films or patterns in various articles to provide electrically-conductive silver metal.

  一种非羟基溶剂可溶性银络合物，包括与α-羟基羧酸酯和肟化合物络合的可还原银离子。该非羟基溶剂可溶性银络合物可以用以下公式（I）表示：(Ag+)a(L)b(P)c (I)，其中L代表α-羟基羧酸酯；P代表肟化合物；a为1或2；b为1或2；c为1、2、3或4，但当a为1时，b为1，当a为2时，b为2。这种络合物可以被纳入感光组合物中，通过方法在各种物品上提供薄膜或图案，以提供具有电导性的银金属。

表征谱图