diethyl 2-(trimethylstannyl)fumarate | 4554-15-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: diethyl 2-(trimethylstannyl)fumarate
• 英文别名: 2-trimethylstannylfumarate；trans-Diethyl-(trimethylstannyl-ethylen)-dicarboxylat；Trimethylstannyl-fumarsaeure-diethylester
• CAS: 4554-15-8；17421-46-4
• 化学式: C₁₁H₂₀O₄Sn
• 分子量: 334.987
• InChiKey: GQKJZVTWTNCQCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.92
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

文献信息

• Studies in group VI organometallic chemistry XXV. Necleophilic trans-addtition of organotin hydrides to carbon — carbon triple bonds.
  作者：A.J. Leusink、H.A. Budding、W. Drenth

  DOI：10.1016/s0022-328x(00)83731-6

  日期：1967.8

  appears from stereochemical data, kinetics, and substituent, solvent and isotope effects, the addition reaction proceeds by a trans-mechanism in which nucleophilic attack of the hydride hydrogen on carbon is the first and rate-determining step.

  已经研究了亲电子乙炔的水锡氢化的机械方面。如从立体化学数据，动力学，以及取代基，溶剂和同位素效应所显示的，加成反应通过反式机理进行，其中氢化物氢对碳的亲核攻击是第一步和决定速率的步骤。
• Studies in group IV organometallic chemistry
  作者：A.J. Leusink、H.A. Budding、J.W. Marsman

  DOI：10.1016/s0022-328x(00)83730-4

  日期：1967.8

  Organotin monohydrides were brought into reaction with a variety of mono- and disubstituted ethynes. The identity of the resulting products was established by means of elementary analysis, infrared absorption spectroscopy and proton magnetic resonance spectroscopy.

  使有机锡一氢化物与各种单取代和二取代的乙炔反应。通过元素分析，红外吸收光谱和质子磁共振光谱来确定所得产物的身份。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.4, 1.2.1.1.1.4.3, page 10 - 15
  作者：

  DOI：——

  日期：——
• Kinetics of the Uncatalyzed Hydrostannation of Diethyl Acetylenedicarboxylate
  作者：John C. Cochran、Kevin L. Caran、Elizabeth A. Pierz、David M. Miller

  DOI：10.1081/sim-120021643

  日期：2003.1.6

  Hydrostannation of carbon-carbon triple bonds is usually catalyzed by a free radical initiator or by metal complexes of palladium, molybdenum or rhodium. However, when the triple bond is substituted with an effective electron-withdrawing group, the addition reaction will proceed in the absence of a catalyst. In this paper we report the kinetics of hydrostannation of diethyl acetylenedicarboxylate, (1), with trimethylstannane (2a), tri-n-propylstannane (2b), tri-n-butylstannane (2c), and triphenylstannane, (2d). Rate constants for these reactants were determined in acetonitrile at 25, 35, and 45 degreesC. Also, rate constants for trimethylstannane and tripropylstannane were determined in cyclohexane and trimethylstannane-d(1) (2e), in acetonitrile. Finally, the hydrostannation with tributylstannane was run at 25, 35, and 45 degreesC in 95% ethanol. Where appropriate, enthalpies and entropies of activation were determined.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.2, 1.1.2.1.8, page 69 - 93
  作者：

  DOI：——

  日期：——