9-Phenylxanthene Cs(1+) salt | 66785-34-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 9-Phenylxanthene Cs(1+) salt
• 英文别名: 9-phenylxanthene cesium salt
• CAS: 66785-34-0
• 化学式: C₁₉H₁₃CsO
• 分子量: 390.217
• InChiKey: SGVWROUSHFLWLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  二甲基砜 、 9-Phenylxanthene Cs(1+) salt 以 四氢呋喃 为溶剂， 生成 9-phenyl-9H-xanthene 、 dimethyl sulfone cesium salt
  参考文献：
  名称：

  四氢呋喃中某些砜和亚砜的平衡酸度[1]

  摘要：

  据报道，在四氢呋喃（THF）溶液中，离子对酸度为几种砜和一种亚砜的锂盐和铯盐。这些盐在所研究的THF溶液中显示为单体。报道了几种盐的热力学常数。结果和一些电导率研究表明，锂盐和铯盐都是THF中的接触离子对。由于离子的缔合，铯盐的相对p K s略低，锂盐的相对p K s较DMSO溶液中的游离离子低。©1997爱思唯尔科学有限公司。

  DOI：

  10.1016/s0040-4020(97)00351-7
• 作为产物：
  描述：

  9-phenyl-9H-xanthene 、 dimethyl sulfone cesium salt 以 四氢呋喃 为溶剂， 生成 二甲基砜 、 9-Phenylxanthene Cs(1+) salt
  参考文献：
  名称：

  四氢呋喃中某些砜和亚砜的平衡酸度[1]

  摘要：

  据报道，在四氢呋喃（THF）溶液中，离子对酸度为几种砜和一种亚砜的锂盐和铯盐。这些盐在所研究的THF溶液中显示为单体。报道了几种盐的热力学常数。结果和一些电导率研究表明，锂盐和铯盐都是THF中的接触离子对。由于离子的缔合，铯盐的相对p K s略低，锂盐的相对p K s较DMSO溶液中的游离离子低。©1997爱思唯尔科学有限公司。

  DOI：

  10.1016/s0040-4020(97)00351-7

文献信息

• Ion Pair p<i>K</i>s of Some Amines: Extension of the Computed Lithium p<i>K</i> Scale
  作者：Andrew Streitwieser、Antonio Facchetti、Linfeng Xie、Xingyue Zhang、Eric C. Wu

  DOI：10.1021/jo202253q

  日期：2012.1.20

  The pK of p-(methylamino)biphenyl, 1, on our Li scale, pK(Li) = 22.09, compared to the cesium scale, pK(Cs) = 28.60. For hexamethyldisilazane, HMDS, pK(Li) = 23.05, pK(Cs) = 29.26. These results are those for the monomers in THF; corrections were made for dimers present in some cases. The pK(Li) of these two amines fit well the previously found correlation with Hartree-Fock calculations at 6-31+g(d) using RLi coordinated with three dirnethyl ethers as a computational model for RLi in THF. The results are also compared with earlier pK(Li)s reported from equilibria with lithium amides in which aggregation was not considered.
• Carbon acidity. 79. Acidity of enolate equivalent compounds: oxime ethers
  作者：James C. Ciula、Andrew Streitwieser

  DOI：10.1021/jo00006a007

  日期：1991.3

  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.