1,3-Di(1-naphthyl)acetone O-methyloxime | 132020-23-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,3-Di(1-naphthyl)acetone O-methyloxime
• 英文别名: N-methoxy-1,3-dinaphthalen-1-ylpropan-2-imine
• CAS: 132020-23-6
• 化学式: C₂₄H₂₁NO
• 分子量: 339.437
• InChiKey: RNAHMBUXPXUQKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-Di(1-naphthyl)acetone O-methyloxime 、 Diphenyl-methyl-caesium 生成 1,3-Di(1-naphthyl)acetone O-methyloxime Cs(1+) salt
  参考文献：
  名称：

  CIULA, JAMES C.;STREITWIESER, ANDREW, J. ORG. CHEM., 56,(1991) N, C. 1989-1993

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-二(1-萘基)丙烷-2-酮 、 甲氧基胺盐酸盐 在 吡啶 作用下， 以 乙醇 为溶剂， 生成 1,3-Di(1-naphthyl)acetone O-methyloxime
  参考文献：
  名称：

  Carbon acidity. 79. Acidity of enolate equivalent compounds: oxime ethers

  摘要：

  A series of benzylic oxime ethers were synthesized (CH3ON = C(CH2Ar)2, Ar = phenyl (1), 4-biphenylyl (2), 1-naphthyl (3)), and the equilibrium ion pair acidities in THF were determined. The lithium ion pair acidity of 1 was found to be approximately 5 pK units lower than the corresponding cesium ion pair acidity. The oxime ethers are approximately 10 orders of magnitude less acidic than their corresponding ketones for cesium ion pairs. Thermodynamic parameters for the equilibrium acidities were measured and are consistent for contact ion pair monomers being the important species in solution. An aggregation study also indicates that these cesium oxime ether enolates exist mainly as ion pair monomers. The role of the gegenion in the stability of oxime ether anions is discussed.

  DOI：

  10.1021/jo00006a007