1,1-dibromo-2-{1-[bis-(4-bromophenyl)phosphinyl]ethylidene}-3,3-dimethylcyclopropane | 202342-88-9

• 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: 1,1-dibromo-2-{1-[bis-(4-bromophenyl)phosphinyl]ethylidene}-3,3-dimethylcyclopropane
• 英文别名: 1-bromo-4-[(4-bromophenyl)-[(1E)-1-(2,2-dibromo-3,3-dimethylcyclopropylidene)ethyl]phosphoryl]benzene
• CAS: 202342-88-9
• 化学式: C₁₉H₁₇Br₄OP
• 分子量: 611.933
• InChiKey: DMULPYCXTYARGB-SFQUDFHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,1-dibromo-2-{1-[bis-(4-bromophenyl)phosphinyl]ethylidene}-3,3-dimethylcyclopropane 在 正丁基锂 、 水 作用下， 生成 (S)-2-[1-[Bis-(4-bromo-phenyl)-phosphinoyl]-eth-(E)-ylidene]-5-{2-[bis-(4-bromo-phenyl)-phosphinoyl]-propenylidene}-1,1,4,4-tetramethyl-spiro[2.2]pentane
  参考文献：
  名称：

  Cumulated Trienephosphine Oxides. Bimolecular Trapping of an Alkylidenecyclopropylidene

  摘要：

  Dihalocarbene addition to allenic phosphine oxides occurs mainly at the allylic double bond. Treatment of dibromocarbene adducts with BuLi leads to cumulated trienephosphine oxides. In some cases, the intermediate alkylidenecyclopropylidene (or its precursor) is exceptionally stabilized, and this carbene (or carbenoid) is trapped by the corresponding cumulated trienephosphine oxide in a bimolecular process. The resultant spiropentane is formed in a regio- and stereoselective manner.

  DOI：

  10.1021/jo970771u
• 作为产物：
  描述：

  2-甲基-3-戊炔-2-醇 在 吡啶 、 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 1,1-dibromo-2-{1-[bis-(4-bromophenyl)phosphinyl]ethylidene}-3,3-dimethylcyclopropane
  参考文献：
  名称：

  Cumulated Trienephosphine Oxides. Bimolecular Trapping of an Alkylidenecyclopropylidene

  摘要：

  Dihalocarbene addition to allenic phosphine oxides occurs mainly at the allylic double bond. Treatment of dibromocarbene adducts with BuLi leads to cumulated trienephosphine oxides. In some cases, the intermediate alkylidenecyclopropylidene (or its precursor) is exceptionally stabilized, and this carbene (or carbenoid) is trapped by the corresponding cumulated trienephosphine oxide in a bimolecular process. The resultant spiropentane is formed in a regio- and stereoselective manner.

  DOI：

  10.1021/jo970771u

文献信息

• Cumulated Trienephosphine Oxides. Bimolecular Trapping of an Alkylidenecyclopropylidene
  作者：Christiane Santelli-Rouvier、Loïc Toupet、Maurice Santelli

  DOI：10.1021/jo970771u

  日期：1997.12.1

  Dihalocarbene addition to allenic phosphine oxides occurs mainly at the allylic double bond. Treatment of dibromocarbene adducts with BuLi leads to cumulated trienephosphine oxides. In some cases, the intermediate alkylidenecyclopropylidene (or its precursor) is exceptionally stabilized, and this carbene (or carbenoid) is trapped by the corresponding cumulated trienephosphine oxide in a bimolecular process. The resultant spiropentane is formed in a regio- and stereoselective manner.