(4-Bromophenoxy)-dichlorophosphane | 97680-24-5

• 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: (4-Bromophenoxy)-dichlorophosphane
• CAS: 97680-24-5
• 化学式: C₆H₄BrCl₂OP
• 分子量: 273.881
• InChiKey: WAIBHQOPAIKQHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4-Bromophenoxy)-dichlorophosphane 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 2-(4-bromophenoxy)-N-(sec-butyl)-3-(3-chlorophenyl)-3,4-dihydro-2H-2l5-benzo[e][1,3,2]oxazaphosphinin-2-imine
  参考文献：
  名称：

  N-[2-(4-卤代苯氧基)-3-(3-氯苯基)-3, 4-dihydro-2H-1,3,2-λ5-benzoxazaphosphinin-2-yliden]-N-取代的合成及光谱表征施陶丁格反应生成的胺

  摘要：

  AbstractThe synthesis of the title compounds was accomplished in four steps. The synthetic route involves the preparation of Schiff's base by reacting salicylaldehyde with m‐chloroaniline in EtOH. The Schiff's base was then reduced with NaBH4/MeOH. In the second step, PCl3 was reacted with p‐chlorophenol/p‐bromophenol in THF in the presence of Et3N to obtain P(III) dichloride derivatives. The reduced Schiff's base and dichloride derivatives were reacted in equimolar quantities in the presence of Et3N in THF to get the cyclized product. Alkyl azides were prepared by reacting alkyl bromides with sodium azide, and then alkyl azides were treated with the cyclized product to obtain the title compounds. The structure of these novel compounds was elucidated by elemental analysis, IR, 1H, 13C, 31P NMR, and mass spectroscopy. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:499–504, 2010; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20639

  DOI：

  10.1002/hc.20639
• 作为产物：
  描述：

  4-溴苯酚 在 三乙胺 、 三氯化磷 作用下， 以 四氢呋喃 为溶剂， 生成 (4-Bromophenoxy)-dichlorophosphane
  参考文献：
  名称：

  N-[2-(4-卤代苯氧基)-3-(3-氯苯基)-3, 4-dihydro-2H-1,3,2-λ5-benzoxazaphosphinin-2-yliden]-N-取代的合成及光谱表征施陶丁格反应生成的胺

  摘要：

  AbstractThe synthesis of the title compounds was accomplished in four steps. The synthetic route involves the preparation of Schiff's base by reacting salicylaldehyde with m‐chloroaniline in EtOH. The Schiff's base was then reduced with NaBH4/MeOH. In the second step, PCl3 was reacted with p‐chlorophenol/p‐bromophenol in THF in the presence of Et3N to obtain P(III) dichloride derivatives. The reduced Schiff's base and dichloride derivatives were reacted in equimolar quantities in the presence of Et3N in THF to get the cyclized product. Alkyl azides were prepared by reacting alkyl bromides with sodium azide, and then alkyl azides were treated with the cyclized product to obtain the title compounds. The structure of these novel compounds was elucidated by elemental analysis, IR, 1H, 13C, 31P NMR, and mass spectroscopy. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:499–504, 2010; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20639

  DOI：

  10.1002/hc.20639

文献信息

• Dismutation of Diamidoarylphosphites
  作者：Edward E. Nifantyev、Elena N. Rasadkina、Pavel V. Slitikov、Larisa K. Vasyanina

  DOI：10.1080/714040960

  日期：2003.11.1

  Some examples of spontaneous dismutation of diamidoarylphosphites in different solvents were studied, and features of the process were revealed.
• Dismutation of arylene phosphorodiamidites: Specific features and aspects of preparative use
  作者：E. N. Rasadkina、P. V. Slitikov、E. E. Nifant’ev

  DOI：10.1134/s1070363206020046

  日期：2006.2

  The dismutation ofarylene phosphorodiamidites derived from the simplest phenols and naphthols and of their dibasic analogs was studied. The main regular trends of this process and the limits of its synthetic applicability were determined.
• Nifant'ev, E. E.; Milliaresi, E. E.; Ruchkina, N. G., Journal of general chemistry of the USSR, 1981, vol. 51, # 7, p. 1295 - 1299
  作者：Nifant'ev, E. E.、Milliaresi, E. E.、Ruchkina, N. G.、Druyan-Poleshchuk, L. M.、Vasyanina, L. K.、Tyan, E. A.

  DOI：——

  日期：——
• Voropai, L. M.; Ruchkina, N. G.; Milliaresi, E. E., Journal of general chemistry of the USSR, 1985, vol. 55, # 1, p. 55 - 62
  作者：Voropai, L. M.、Ruchkina, N. G.、Milliaresi, E. E.、Nifant'ev, E. E.

  DOI：——

  日期：——
• NIFANTEV EH. E.; MILLIARESI E. E.; RUCHKINA N. G.; DRUYAN-POLESHCHUK L. M+, ZH. OBSHCH. XIMII, 1981, 51, HO 7, 1528-1533
  作者：NIFANTEV EH. E.、 MILLIARESI E. E.、 RUCHKINA N. G.、 DRUYAN-POLESHCHUK L. M+

  DOI：——

  日期：——