9-Phenyl-10,10-dimethyldihydroanthracene Cs(1+) salt | 52328-89-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9-Phenyl-10,10-dimethyldihydroanthracene Cs(1+) salt
• 英文别名: 10,10-Dimethyl-9-phenyl-9,10-dihydro-anthracenyl-(9)-caesium；9-phenyl-10,10-dimethyldihydroanthracene cesium salt
• CAS: 52328-89-9
• 化学式: C₂₂H₁₉Cs
• 分子量: 416.298
• InChiKey: JULIIDUMANQHQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  O-Methyl-dibenzylketoxim 、 9-Phenyl-10,10-dimethyldihydroanthracene Cs(1+) salt 以 四氢呋喃 为溶剂， 生成 9,9-dimethyl-10-phenyl-9,10-dihydro-anthracene 、 1,3-Diphenylacetone O-methyloxime Cs(1+) salt
  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
• 作为产物：
  描述：

  9,9-dimethyl-10-phenyl-9,10-dihydro-anthracene 、 苄基甲基砜铯盐 以 四氢呋喃 为溶剂， 生成 苯甲砜 、 9-Phenyl-10,10-dimethyldihydroanthracene 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

• Carbon acidity. 77. Ion pair carbon acidities of some silanes in tetrahydrofuran
  作者：Andrew Streitwieser、Linfeng Xie、Peng Wang、Steven M. Bachrach

  DOI：10.1021/jo00059a031

  日期：1993.3

  The relative solvent-separated ion pair (SSIP) lithium acidity (PK(Li)/THF) and contact ion pair (CIP) cesium acidity (pK(Cs/THF)) were obtained for 9-fluorenyltrimethylsilane (1) (21.3, 21.6, respectively) and 9-fluorenyl-tert-butyldimethylsilane (2) (20.3, 20.6, respectively) in THF. Values for pK(Cs/THF) were determined at 25-degrees-C for (p-biphenylylmethyl)-tert-butyldimethylsilane (3), 35.4, benzyltrimethylsilane (4), 37.5, alpha,alpha-bis(trimethylsilyl)toluene (5), 34.1, 2-(trimethylsilyl)-1,3-dithiane (6), 33.5, (trimethylsilyl)acetonitrile (7), 28.8, and tris(trimethylsilyl)methane (8), 36.8. Some thermodynamic parameters were determined by measurements at other temperatures, and some ionic acidities (pK(FI)) were determined by conductivity studies. Carbanion stabilization by these silyl substituents varies from about 1 to over 3 pK units in different systems. 9,9-Bis(trimethylsilyl)fluorene (9) was found to undergo silyl transfer on treatment with various carbanions, but this reaction is slower than proton transfer.