1,2-bis(triphenylphosphonio)ethane dichloride | 1064-74-0

• 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: 1,2-bis(triphenylphosphonio)ethane dichloride
• 英文别名: ethylenebis(triphenylphosphonium) dichloride；1,2-bis(triphenylphosphoniumchlorido)ethane；Ethylen-bis-dichlorid；Ethylen-bis-(triphenylphosphoniumchlorid)
• CAS: 1064-74-0
• 化学式: C₃₈H₃₄P₂*2Cl
• 分子量: 623.541
• InChiKey: BTOPHHPBCOZKOG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  41.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  1,2-bis(triphenylphosphonio)ethane dichloride 在 Tetrabutylammonium Rhodanide 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 48.0h， 生成 三苯基瞵硫
  参考文献：
  名称：

  使用硫族氰酸四丁基铵合成膦硫族化物

  摘要：

  描述了使用n Bu 4 N‧XCN (X = S, Se) 的新的膦硫属基化反应。在 1,2-二氯乙烷中于 120 °C 下反应，以良好至高产率提供相应的硫化膦。该方案可以扩展到次膦酸衍生物的合成以及聚（苯乙烯-co -4-苯乙烯基二苯基膦）的硫化。  全尺寸图像

  DOI：

  10.1248/cpb.c24-00372
• 作为产物：
  描述：

  三苯基膦 在 盐酸 作用下， 以 乙腈 、 苯 为溶剂， 反应 40.0h， 生成 1,2-bis(triphenylphosphonio)ethane dichloride
  参考文献：
  名称：

  Reaction of 2,3-Dihalopropionic Acids and Their Derivatives with P- and N-Nucleophiles

  摘要：

  3-(三苯基膦亚氯)丙烯酸和 2,3-二氯丙酸与三苯基膦反应生成 1,2-双(三苯基膦亚氯)乙烷。在类似条件下，2,3-二溴丙酸发生脱溴反应，然后加入三苯基膦，经水处理后生成 3-（三苯基膦溴化）丙酸。2,3-二卤代丙腈发生类似反应，生成 3-（三苯基膦卤代）丙腈。2,3-二溴丙酰胺与三苯基膦的反应表明，E-(三苯基膦溴)丙烯酸能够与三苯基膦发生反应，这与之前的报道不同。吡啶与 2,3-二氢丙酸形成乙烯基吡啶鎓卤化物，而与脂肪族胺反应则产生脱氢卤化产物。

  DOI：

  10.1007/s11176-006-0009-z

文献信息

• Special features of the interaction of pyridine and quinoline derivatives, and related compounds with triphenylphosphine
  作者：R. D. Khachikyan、A. G. Simonyan、R. S. Manukyan、M. G. Indzhikyan

  DOI：10.1134/s1070363213070104

  日期：2013.7

  Using pyridine, quinoline, and related compounds as examples, it has been shown that their interaction with triphenylphosphine occurs via different pathways. Reaction of triphenylphosphine with N-vinylisonicotinic acid chloride leads to the mixture of 1,2-bis(triphenylphosphoniumchlorido)ethane and 4-carboxy-2-(triphenylphosphoniumchloridoethyl)pyridine. In the case of α-(N-2-carboxyquinolinylbrom

  以吡啶，喹啉和相关化合物为例，已表明它们与三苯膦的相互作用是通过不同途径发生的。三苯基膦与N-乙烯基异烟碱酰氯的反应生成1,2-双（三苯基phosph氯代羰基）乙烷和4-羧基-2-（三苯基phosph氯代乙基）吡啶的混合物。在α-（N -2-羧基喹啉基溴代）-β-溴丙酸的情况下，与三苯基膦的反应是通过膦对氧原子的攻击而消除喹啉酸，然后进行亲核取代而形成3-（三苯基phosph溴代）。丙酸溴化物。
• The Self-Quaternization of Dialkyl-2-acetoxyethylphosphines
  作者：M. M. Rauhut、Grace B. Borowitz、Helen Currier Gillham

  DOI：10.1021/jo01045a019

  日期：1963.10
• Silver complexes [Ph3PCH2CH2PPh3]2+[Ag2Cl4]2–, [Ph3PCH2OCH3] 2 + [Ag2Cl4]2-, [Ph3P(i-Am)] 2 + [Ag2Br4]2−, [Ph3PC6H11-cyclo] 2 + [Ag2Br4]2−, [Ph3PCH2Ph] 2 + [Ag2Br4]2−, and [Ph3PCH=CH2] n + [Ag2Br3] n - , [Me4P] n + [Ag2Br3] n - : Synthesis and structure
  作者：V. V. Sharutin、O. K. Sharutina、V. S. Senchurin、A. N. Neudachina

  DOI：10.1134/s0036023616040173

  日期：2016.4

  Silver complexes [Ph3PCH2CH2PPh3](2+)[Ag2Cl4](2-) (I), [Ph3PCH2OCH3](2)(+)[Ag2Cl4](2-) (II), [Ph3P(i-Am)](2)(+)[Ag2Br4](2-) (III), [Ph3PC6H11-cyclo](2)(+)[Ag2Br4](2-) (IV), [Ph3PCH2Ph](2)(+)[Ag2Br4](2-) (V), [Ph3PCH = CH2](n)(+)[Ag2Br3](n)(n-) (VI), and [Me4P](n)(+)[Ag2Br3](n)(n-) (VII) have been synthesized by the reaction between tetraorganylphosphonium halides and silver chloride or silver bromide in dimethylsulfoxide. According to X-ray diffraction data, the ionic complexes are built of tetraorganylphosphonium cations and binuclear (I-V) or polynuclear (VI, VII) anions. In the anions of complexes VI and VII, silver atoms are tetracoordinated, and bromine atoms have coordination numbers of 2 and 4.
• The syntheses and structures of salts of the octachlorodirhenate(III) and octachlorodiosmate(III) anions with the 1,2-bis(triphenylphosphonium) ethane cation
  作者：Sophia S. Lau、Wengan Wu、Phillip E. Fanwick、Richard A. Walton

  DOI：10.1016/s0277-5387(97)00106-x

  日期：1997.1

  The reactions of cis-Re-2(O2CCH3)(2)Cl-4(py)(2) or (n-Bu4N)(2)Re2Cl8 with PR3 (R = Cy or Ph) in refluxing 1,2-dichloroethane afford the bis-phosphonium salts (R3PCH2CH2PR2)Re2Cl8; the crystal structure of the derivative where R = Ph shows that this is only the second example of a salt of the [Re2Cl8](2-) anion in which a 3-fold orientational disorder of the Re-Re units is encountered. A cation exchange reaction between (Ph3PCH2CH2PPh3)Cl-2 and (n-Bu4N)(2)Os2Cl8 affords (Ph3PCH2CH2PPh3)Os2Cl8, which possesses an Os-Os bond distance of 2.1896(3) Angstrom and is the second example of a crystal structure of a [Os2Cl8](2-) salt in which a fully staggered rotational geometry is present. (C) 1997 Elsevier Science Ltd.
• Features of the reaction of 2,3-dihalopropanoic acids with pyridines and nucleophilic addition to N-vinylpyridinium salts
  作者：R. Dzh. Khachikyan、S. L. Davtyan、M. G. Indzhikyan

  DOI：10.1134/s107036320807030x

  日期：2008.7

  The example of vinylpyridinium salts to establish for the first time the possibility of nucleophilic addition to the vinyl group in quaternary ammonium salts, which provides evidence against the concept that such reactions involve d orbitals. The nucleophilic addition reaction was accomplished with triphenylphosphine and pyridine. In the latter case, the suggested reaction scheme was confirmed by the observation of the Wittig reaction under the action of carbon dioxide and the Stevens reaggangement involving the double bond of the pyridinium ring and migrating 2-phosphonioethyl group. Procedures for preparing the starting vinylpyridinium salts. Reaction schemes were siggested.