2,6-dichloro-4-naphthylbenzo[e]-1,2-oxaphosphorine | 1038775-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,6-dichloro-4-naphthylbenzo[e]-1,2-oxaphosphorine
• 英文别名: 2,6-Dichloro-4-naphthalen-1-yl-1,2lambda5-benzoxaphosphinine 2-oxide；2,6-dichloro-4-naphthalen-1-yl-1,2λ5-benzoxaphosphinine 2-oxide
• CAS: 1038775-77-7
• 化学式: C₁₈H₁₁Cl₂O₂P
• 分子量: 361.164
• InChiKey: YPPPDRWHKBCJLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-dichloro-4-naphthylbenzo[e]-1,2-oxaphosphorine 在 水 作用下， 生成 C₁₈H₁₂ClO₃P
  参考文献：
  名称：

  Synthesis and Chemical Properties of Benzo[e]-1,2-Oxaphosphorinine Derivatives—Analogues of Coumarins

  摘要：

  The 4-aryl(alkyl)benzo[e]-1,2-oxaphosphorine derivatives (phosphacoumarins) were obtained by the reaction of 2,2,2-trihalogenobenzo[d]-1,3,2-dioxaphospholes with terminal acetylenes. The reactions of phosphacoumarins with halogens and Grignard reagents were investigated.

  DOI：

  10.1080/10426500701764957
• 作为产物：
  描述：

  1-乙炔基萘 、 1,2-亚苯基三氯磷酸 以 二氯甲烷 为溶剂， 生成 2,6-dichloro-4-naphthylbenzo[e]-1,2-oxaphosphorine
  参考文献：
  名称：

  Synthesis and Chemical Properties of Benzo[e]-1,2-Oxaphosphorinine Derivatives—Analogues of Coumarins

  摘要：

  The 4-aryl(alkyl)benzo[e]-1,2-oxaphosphorine derivatives (phosphacoumarins) were obtained by the reaction of 2,2,2-trihalogenobenzo[d]-1,3,2-dioxaphospholes with terminal acetylenes. The reactions of phosphacoumarins with halogens and Grignard reagents were investigated.

  DOI：

  10.1080/10426500701764957

文献信息

• A New Versatile Synthesis of Functionalized Phosphine Oxides—Efficient Ligands for Rare-Earth Metals Extraction
  作者：D. A. Tatarinov、V. F. Mironov、A. A. Kostin、A. V. Nemtarev、T. A. Baronova、B. I. Buzykin、Yu. G. Elistratova

  DOI：10.1080/10426507.2010.515955

  日期：2011.3.31

  to the synthesis of 2-hydroxyaryl-alkenylphosphine oxides and dialkyl (diaryl)-(2-methyl-4-oxopent-2-yl)phosphine oxides was developed that involves an interaction of Grignard reagents with available benzo[e]-1,2-oxaphosphorinines and 1,2-oxaphospholene-2-oxide. This approach allows obtaining target compounds with a high yield. The synthesized phosphine oxides proved to be highly efficient extractants

  摘要 开发了一种合成 2-羟基芳基-烯基氧化膦和二烷基（二芳基）-（2-甲基-4-氧代戊-2-基）氧化膦的新方法，该方法涉及格氏试剂与可用苯并[e]的相互作用。 -1,2-oxaphosphorinines 和 1,2-oxaphospholene-2-oxide。这种方法允许以高产率获得目标化合物。合成的氧化膦被证明是从硝酸介质中胶束萃取某些镧系元素的高效萃取剂。
• Reaction of 4-aryl-2,6-dichlorobenzo[e[1,2]oxaphosphinine 2-oxides with organomagnesium compounds as a convenient synthetic approach to (Z)-dialkyl(aryl)[2-(2-hydroxyaryl)-2-arylethenyl]phosphine oxides
  作者：D. A. Tatarinov、V. F. Mironov、E. N. Varaksina、A. I. Konovalov

  DOI：10.1134/s1070363208060340

  日期：2008.6

  unambiguously with a double excess of Grignard reagents to give functionally substituted phosphine oxides III in quantitative yields. At an equimolar ratio of the starting reagents, mixtures of phosphinines II, phosphine oxides III, and 2-hydroxy-4-aryl-6-chlorobenzo[e][1,2]oxaphosphinine 2-oxides IV formed. It is obvious that Grignard reagents almost equally reactive toward DOI: 10.1134/S1070363208060340

  我们最近制备了苯并[e][1,2]氧杂膦2-氧化物[1, 2]，一种广泛存在于自然界并具有多种生物活性的香豆素的磷类似物[3]。这类化合物的化学行为研究相对较少。因此表明它们很容易氯化 [4] 和溴化 [5] 成杂环片段，最终形成 3-卤代衍生物。在目前的工作中，我们首次研究了 4-aryl2,6-dichlorobenzo[e][1,2]oxaphosphinine 2-oxides I 与有机镁试剂（Grignard 试剂）的反应。考虑到专着 [6] 中总结的数据，我们预计反应将导致 2-烷基（芳基）-4-芳基-6-氯苯并[e][1,2]氧代膦 2-氧化物 II 吸引作为稀有金属的络合剂有一些兴趣。然而，发现膦 I 与双倍过量的格氏试剂明确反应，以定量产率得到功能取代的氧化膦 III。在起始试剂的等摩尔比下，形成膦II、氧化膦III和2-羟基-4-芳基-6-氯苯并[e][1,2]氧杂膦
• Synthesis and Chemical Properties of Benzo[<i>e</i>]-1,2-Oxaphosphorinine Derivatives—Analogues of Coumarins
  作者：E. N. Varaksina、D. A. Tatarinov、K. Yu. Cherkin、A. V. Nemtarev、V. F. Mironov、A. I. Konovalov

  DOI：10.1080/10426500701764957

  日期：2008.1.14

  The 4-aryl(alkyl)benzo[e]-1,2-oxaphosphorine derivatives (phosphacoumarins) were obtained by the reaction of 2,2,2-trihalogenobenzo[d]-1,3,2-dioxaphospholes with terminal acetylenes. The reactions of phosphacoumarins with halogens and Grignard reagents were investigated.