N-[chloro-[di(propan-2-yl)amino]-(trimethylsilylmethylidene)-lambda5-phosphanyl]-N-propan-2-ylpropan-2-amine | 79107-47-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: N-[chloro-[di(propan-2-yl)amino]-(trimethylsilylmethylidene)-lambda5-phosphanyl]-N-propan-2-ylpropan-2-amine
• 英文别名: N-[chloro-[di(propan-2-yl)amino]-(trimethylsilylmethylidene)-λ5-phosphanyl]-N-propan-2-ylpropan-2-amine
• CAS: 79107-47-4
• 化学式: C₁₆H₃₈ClN₂PSi
• 分子量: 353.003
• InChiKey: DRJYKYIMDKVUOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.91
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[chloro-[di(propan-2-yl)amino]-(trimethylsilylmethylidene)-lambda5-phosphanyl]-N-propan-2-ylpropan-2-amine 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Appel, Rolf; Schmitz, Rudolf, Chemische Berichte, 1983, vol. 116, # 10, p. 3521 - 3523

  摘要：

  DOI：
• 作为产物：
  描述：

  N-[[di(propan-2-yl)amino]-(trimethylsilylmethyl)phosphanyl]-N-propan-2-ylpropan-2-amine 在 四氯化碳 作用下， 以 乙醚 为溶剂， 以100%的产率得到N-[chloro-[di(propan-2-yl)amino]-(trimethylsilylmethylidene)-lambda5-phosphanyl]-N-propan-2-ylpropan-2-amine
  参考文献：
  名称：

  Kolodyazhnyi, O. I.; Golokhov, D. B., Journal of general chemistry of the USSR, 1989, vol. 59, # 11.1, p. 2194 - 2200

  摘要：

  DOI：

文献信息

• Halogenotropy in phosphorus-carbon diad
  作者：Oleg I. Kolodiazhnyi、Dmitryi B. Golokhov、Igor E. Boldeskul

  DOI：10.1016/s0040-4039(01)80423-8

  日期：——
• Heim, Udo; Pritzkov, Hans; Fleischer, Ulrich, Chemistry - A European Journal, 1996, vol. 2, # 1, p. 68 - 74
  作者：Heim, Udo、Pritzkov, Hans、Fleischer, Ulrich、Gruetzmacher, Hansjoerg、Sanchez, Muriel、et al.

  DOI：——

  日期：——
• Theoretical and Experimental Investigation of the Basicity of Phosphino(silyl)carbenes
  作者：David Martin、Ona Illa、Antoine Baceiredo、Guy Bertrand、Rosa M. Ortuño、Vicenç Branchadell

  DOI：10.1021/jo0508447

  日期：2005.7.1

  The reactivity of phosphino(trimethylsilyl)carbenes 1 with several organic acids has been examined in order to evaluate the pK(a) values of the conjugate acids. Carbenes 1 react efficiently with C-organic acids such as 1,3-dimesitylimidazolium chloride, phenylacetylene, acetonitrile, and acetyltrimethylsilane, which have pK(a)'s in DMSO in the range 18-31. However, the reaction of the conjugate acids 1H(+) with the anion perturbs the determination of the genuine basicity of 1. Theoretical calculations have been performed in order to quantify the basicity of phosphino(trimethylsilyl)carbenes 1 and to compare them with that of N-heterocyclic carbenes 2. The pKa of 1H(+) in DMSO has been computed to be in the 23.0-23.4 range, so that 1 is not strong enough as a base to spontaneously deprotonate organic acids such as phenylacetylene, acetonitrile, or acetyltrimethylsilane. However, its conjugate acid 1H(+) is a strong electrophile and easily reacts with the nucleophilic conjugate bases of these acids leading to the formation of the corresponding phosphorus ylides.
• KOLODIAZHNYI, OLEG I.;GOLOKHOV, DMITRYI B.;BOLDESKUL, IGOR E., TETRAHEDRON LETT., 30,(1989) N8, C. 2445-2448
  作者：KOLODIAZHNYI, OLEG I.、GOLOKHOV, DMITRYI B.、BOLDESKUL, IGOR E.

  DOI：——

  日期：——
• KOLODYAZHNYJ, O. I.;GOLOXOV, D. B., ZH. OBSHCH. XIMII, 59,(1989) N1, S. 2454-2462
  作者：KOLODYAZHNYJ, O. I.、GOLOXOV, D. B.

  DOI：——

  日期：——