caesium ethoxide | 18008-43-0

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: caesium ethoxide
• 英文别名: Cesium ethoxide；cesium;ethanolate
• CAS: 18008-43-0
• 化学式: C₂H₅O*Cs
• 分子量: 177.966
• InChiKey: XDPCFUNJJWMBFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.63
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4-硝基苯基)苯磺酸盐 、 caesium ethoxide 以 乙醇 为溶剂， 生成 苯磺酸乙酯
  参考文献：
  名称：

  Pregel, Marko J.; Dunn, Edward J.; Buncel, Erwin, Canadian Journal of Chemistry, 1990, vol. 68, # 10, p. 1846 - 1858

  摘要：

  DOI：

文献信息

• Catalysis of the ethanolysis of N-methyl-N-nitroso-p-toluenesulfonamide by alkali metal ions
  作者：Luis Garcia-Rio、Maria Luz Raposo-Barreiro、Pedro Rodriguez-Dafonte

  DOI：10.3998/ark.5550190.0012.723

  日期：——

  The goal of this study was to report on the catalytic effects by alkali-metal ions in the ethanolysis of N-methyl-N-nitroso-p-toluenesulfonamide (MNTS). We confirmed that the nucleophilic attack at the sulfur center was the only reaction pathway. The reactions of MNTS with metal ethoxides (MOEt) were discussed on basis of a kinetic scheme considering simultaneous reaction of free ethoxide and ion-paired

  本研究的目的是报告碱金属离子在 N-甲基-N-亚硝基-对甲苯磺酰胺 (MNTS) 乙醇分解中的催化作用。我们证实硫中心的亲核攻击是唯一的反应途径。MNTS 与金属乙醇盐 (MOEt) 的反应基于考虑游离乙醇盐和离子对乙醇盐与底物同时反应的动力学方案进行了讨论。离子对乙醇盐反应性的趋势很明显，并且随着离子大小的增加而增加（Cs + >K + >Na + >Li + ）。为了评估游离乙醇盐的反应性，我们在络合剂 18-crown-6 醚 (18-C-6) 和 2,5,8,11,14-peNTaoxapeNTadecane (glyme) 存在下进行了额外的实验。
• Thomas, Annales de Chimie (Cachan, France), 1951, vol. <12> 6, p. 367,382
  作者：Thomas

  DOI：——

  日期：——
• Metal-ion catalysis in nucleophilic displacement reactions at carbon, phosphorus, and sulfur centers. 5. Alkali-metal ion catalysis and inhibition in the reaction of p-(trifluoromethyl)phenyl methanesulfonate with ethoxide ion
  作者：Marko J. Pregel、Erwin Buncel

  DOI：10.1021/jo00019a022

  日期：1991.9

  The reactions of alkali-metal ethoxides with p-(trifluoromethyl)phenyl methanesulfonate (1) in anhydrous ethanol at 25-degrees-C, yielding p-(trifluoromethyl)phenolate ion and ethyl methanesulfonate, have been investigated in order to reveal the effects of alkali-metal ions on reaction rates. Kinetic spectrophotometric studies of the nucleophilic displacement reaction of 1 with alkali-metal ethoxides in the absence and presence of complexing agents showed that the observed rate constants increase in the order LiOEt < EtO- < NaOEt < CsOEt < KOEt. Thus, Li+ inhibits the reaction of ethoxide ion, while the other alkali-metal ions all act as catalysts. The kinetic data are analyzed in terms of parallel reactions of free ethoxide ion and alkali-metal ethoxide ion pairs, and rate constants for the reactions of these species are calculated. Association constants governing the interaction of the various metal ions with the transition state for the reaction of ethoxide ion with 1 are derived from the kinetic data and compared to association constants for interaction of metal ions with ethoxide ion in the ground state. The trend in the sizes of the association constants for the methanesulfonate transition state, Li+ < Na+ < K+ < Cs+, is believed to arise from ion pairing of the transition state with solvated metal ions. A similar ordering is observed for the transition state in the reaction of p-nitrophenyl benzenesulfonate (2) with alkali metal ethoxides, while an inverted ordering is seen for the transition state for the reaction of ethoxides with p-nitrophenyl diphenylphosphinate (3). These results are interpreted in terms of the extent of charge delocalization in the transition states and its effect on interactions with bare or solvated metal ions.