Benzyl-dibrom-phosphin | 698-89-5

• 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: Benzyl-dibrom-phosphin
• 英文别名: Benzyldibromophosphine；benzyl(dibromo)phosphane
• CAS: 698-89-5
• 化学式: C₇H₇Br₂P
• 分子量: 281.914
• InChiKey: WFIASHJYESLKFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Benzyl-dibrom-phosphin 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 以 甲苯 为溶剂， 反应 1.5h， 生成 P-benzyl-N,N,N',N'-tetraethylphosphonothioic diamide
  参考文献：
  名称：

  An Unconventional Synthesis of Dibromophosphines

  摘要：

  Dibromophosphines, RPBr2, are obtained by reaction of tetrabromomethane with 7-substituted 7-phosphanorbornenes in toluene at ca. 100 degrees C. The phosphanorbornenes are obtained in situ by cycloaddition of N-phenylmaleimide with 1-substituted 3,4-di-methylphospholes. The overall reaction sequence shows a good compatibility with functional groups.

  DOI：

  10.1055/s-0033-1339548
• 作为产物：
  描述：

  在 四溴化碳 作用下， 以 甲苯 为溶剂， 反应 0.17h， 生成 Benzyl-dibrom-phosphin
  参考文献：
  名称：

  An Unconventional Synthesis of Dibromophosphines

  摘要：

  Dibromophosphines, RPBr2, are obtained by reaction of tetrabromomethane with 7-substituted 7-phosphanorbornenes in toluene at ca. 100 degrees C. The phosphanorbornenes are obtained in situ by cycloaddition of N-phenylmaleimide with 1-substituted 3,4-di-methylphospholes. The overall reaction sequence shows a good compatibility with functional groups.

  DOI：

  10.1055/s-0033-1339548

文献信息

• Photochemical Benzylation of White Phosphorus
  作者：Xinlei Huangfu、Wei Liu、Hanhua Xu、Zhongzhen Wang、Junnian Wei、Wen-Xiong Zhang

  DOI：10.1021/acs.inorgchem.3c01475

  日期：2023.7.31

  synthesis, material sciences, and drug discovery. Generally, the vast majority of phosphorus atoms in OPCs are derived from white phosphorus (P4). However, the large-scale preparation of OPCs mainly proceeds through the multistep and environmentally toxic chlorine route from P4. Herein, we report the direct benzylation of P4 promoted by visible light. The cheap and readily available benzyl bromide was

  有机磷化合物（OPC）在有机合成、材料科学和药物发现中具有广泛的应用。一般来说，原花青素中的绝大多数磷原子来源于白磷（P 4）。然而，OPCs的大规模制备主要通过多步且对环境​​有毒的氯路线从P 4进行。在此，我们报道了可见光促进的P 4的直接苄基化。采用廉价易得的苄基溴作为苄基化试剂，直接以P 4为原料合成四苄基溴化鏻。此外，首次应用金属光氧化还原催化策略对P 4进行功能化，显着提高了取代苄基溴的应用范围。
• Process for transhalogenating a halophosphorus compound with fluoride
  申请人：ETHYL CORPORATION

  公开号：EP0312790A2

  公开（公告）日：1989-04-26

  Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are trans­halogenated with fluorine by reaction with a fluoride salt, e.g., KF or ammonium fluoride, in the presence of a hydrogen halide salt of a pyridine-type nitrogen base, e.g., pyridine hydrochloride.

  在吡啶型氮基（如盐酸吡啶）的卤化氢盐存在下，与氟化盐（如 KF 或氟化铵）反应，使至少有一个氯、溴或碘直接与磷键合的磷化合物与氟反卤化。
• Transhalogenation of halophosphorus compounds
  申请人：ETHYL CORPORATION

  公开号：EP0353598A2

  公开（公告）日：1990-02-07

  Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are trans­halogenated with fluorine by reaction with a hydrogen fluoride salt of a pyridine-type nitrogen base, e.g., pyridine hydrofluoride in an inert solvent.

  通过在惰性溶剂中与吡啶型氮基（如氟化氢吡啶）的氟化氢盐反应，使至少有一个氯、溴或碘直接与磷键合的磷化合物与氟发生反卤化反应。
• Process for transhalogenating a halophosphorus compound with hydrogen fluoride
  申请人：ALBEMARLE CORPORATION

  公开号：EP0357048A2

  公开（公告）日：1990-03-07

  Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are trans­halogenated with fluorine by reaction with anhydrous hydrogen fluoride in an inert solvent in a manner such that said anhydrous hydrogen fluoride is added to said phosphorus compound at a rate such that said anhydrous hydrogen fluoride reacts with said phosphorus compound without the accumulation of an amount of unreacted anhy­drous hydrogen fluoride which is sufficient to cause substantial decomposition of the desired fluorophosphorus product.

  至少有一个氯、溴或碘直接与磷键合的磷化合物，通过在惰性溶剂中与无水氟化氢反应，用氟进行反卤化，反应的方式是将所述无水氟化氢加入到所述磷化合物中，加入的速度使所述无水氟化氢与所述磷化合物反应，而不会积累一定量的未反应的无水氟化氢，足以导致所需的氟磷产品的大量分解。
• Mueller, Gerhard; Waldkircher, Martin; Winkler, Martin, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1994, vol. 49, # 12, p. 1606 - 1614
  作者：Mueller, Gerhard、Waldkircher, Martin、Winkler, Martin

  DOI：——

  日期：——