2-pyridinyltriphenylphosphonium iodide | 79462-50-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-pyridinyltriphenylphosphonium iodide
• 英文别名: 2-pyridyltriphenylphosphonium iodide；triphenyl-[2]pyridyl-phosphonium; iodide；Triphenyl-[2]pyridyl-phosphonium; Jodid
• CAS: 79462-50-3
• 化学式: C₂₃H₁₉NP*I
• 分子量: 467.289
• InChiKey: FFNRDWOIXLXLLL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.71
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-pyridinyltriphenylphosphonium iodide 、 特戊醛 在 sodium oxide 作用下， 反应 24.0h， 以74%的产率得到2,2-dimethyl-1-(2-pyridinyl)-1-propanol
  参考文献：
  名称：

  Preparation and Reaction of Quinolinyl (or Pyridinyl)phosphonium Salts with Base and Pivalaldehyde

  摘要：

  alpha- and gamma-Heteroaryltriphenylphosphonium iodides were prepared by reaction of the corresponding heteroaryl iodides with triphenylphosphine. Reaction of beta-heteroaryl iodides with triphenylphosphine in the presence of a palladium catalyst gave beta-heteroaryltriphenylphosphonium iodides. Elimination of the heteroaryl group was achieved by treating the heteroaryltriphenylphosphonium iodides with a base. Further, the heteroaryl group was trapped with pivalaldehyde to introduce a pivaloyl substituent onto the heteroaromatic ring.

  DOI：

  10.3987/com-11-12154
• 作为产物：
  描述：

  benzo[d]thiazol-2-yltriphenylphosphonium chloride 在 potassium iodide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 13.0h， 生成 2-pyridinyltriphenylphosphonium iodide
  参考文献：
  名称：

  Zhmurova, I. N.; Kosinskaya, I. M.; Pinchuk, A. M., Journal of general chemistry of the USSR, 1981, vol. 51, # 7, p. 1304 - 1307

  摘要：

  DOI：

文献信息

• Synthesis of Phosphonium Salts—Phosphine Structure and Inorganic Salts Effects
  作者：Mária Mečiarová、Štefan Toma、André Loupy、Branislav Horváth

  DOI：10.1080/10426500701545950

  日期：2007.12.24

  Solvent-free reactions of 2- and 3-halopyridines with PPh3, PBu3, and PCy3 were studied under conventional heating, as well as under microwave irradiation. No difference was observed in the reaction course between classical and microwave reactions. 2-Bromopyridine gave quantitative yields of 2-pyridyltriphenylphosphonium bromide within few minutes at 190 degrees C. Equimolar amounts of some inorganic salts (LiPF6, LiOTf, LiBr NaPF6, KPF6) were necessary for the reactions of the other 2-halopyridines. 3-Halopyridines did not react with PPh3 even in the presence of LiPF6. Their reactions with PCy3 in the presence of LiPF6 resulted in the quantitative formation of dicyclohexylphosphine oxide.
• Horner; Hoffmann, Chemische Berichte, 1958, vol. 91, p. 50
  作者：Horner、Hoffmann

  DOI：——

  日期：——