(2-(hydroxyimino)propyl)triphenylphosphonium bromide | 71426-60-3

• 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-(hydroxyimino)propyl)triphenylphosphonium bromide
• CAS: 71426-60-3
• 化学式: Br*C₂₁H₂₁NOP
• 分子量: 414.282
• InChiKey: IMEONNPNBJYWDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.83
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2-(hydroxyimino)propyl)triphenylphosphonium bromide 在 三乙胺 作用下， 生成 3-Methyl-5,5,5-triphenyl-4,5-dihydro-1,2,5-oxazaphosphol
  参考文献：
  名称：

  Synthesis of some 1-azirines from .alpha.-bromo ketoximes via oxazaphospholines

  摘要：

  DOI：

  10.1021/jo01336a024
• 作为产物：
  描述：

  乙酰甲基三苯基溴化鏻 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以85.9%的产率得到(2-(hydroxyimino)propyl)triphenylphosphonium bromide
  参考文献：
  名称：

  Synthesis and transformations of triphenylpropargylphosphonium bromide

  摘要：

  A method of the s,mthesis of triphenylpropargylphosphonium bromide is developed. Its isomerization and hydration in various solvents are studied, and reactions with secondary arnines, tricthylamine, and triphenylphosphine are carried out. It is established that secondary arnines add to the intermediate allene isomer with subsequent migration ofthe formed double bond to the phosphorus atorn. The reaction of triethylamine with trir.henylpropargyl and triphenylethynyl bromides occurs similarly to alkaline hydrolysis involving attack of' the amine on the phosphorus atom. Triphenylphosphine fornis with triphenylpropar-ylphosphonium biomide a bis-salt with a terminal methylene group. Experimental evidence is obtained showinc -, that for plioi;phoxazole derivatives to form from oxiines derived from triphenyl(oxomethyl)phosphonium salts tha latter should bear an aryl substituent at the keto group.

  DOI：

  10.1134/s1070363208060133

文献信息

• Michael Addition of P-Nucleophiles to Conjugated Nitrosoalkenes
  作者：Yana A. Naumovich、Sema L. Ioffe、Alexey Yu. Sukhorukov

  DOI：10.1021/acs.joc.9b00924

  日期：2019.6.7

  oxides, phosphine–borane complexes, and phosphonium salts) was developed. The strategy exploits hitherto unknown Michael addition of PH-containing compounds (diphenylphosphine oxide, diisopropyl phosphite, phosphine–borane complexes, and triphenylphosphonium bromide) to unstable conjugated nitrosoalkenes, which are generated in situ from corresponding nitrosoacetals. The resulting α-phosphorus-substituted

  已开发出一种用于各种α-磷取代的肟（β-氧亚氨基烷基取代的膦酸酯，氧化膦，膦-硼烷配合物和phospho盐）的通用方法。该策略利用了迄今未知的迈克尔将含PH的化合物（二苯基氧化膦，亚磷酸二异丙酯，膦-硼烷络合物和溴化三苯基to）加成到不稳定的共轭亚硝基链中的方法，这些共轭亚硝基链是由相应的亚硝基缩醛原位生成的。所得的α-磷取代的肟可被认为是有用的P-，N-和O-配体，用于催化以及有价值的β-氨基膦酸酯的前体。