3-butoxy-6,6-dichloro-1-methyl-3-phosphabicyclo[3.1.0]hexane 3-oxide | 1359219-15-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 金属杂环化合物
• 英文名称: 3-butoxy-6,6-dichloro-1-methyl-3-phosphabicyclo[3.1.0]hexane 3-oxide
• 英文别名: 3-Butoxy-6,6-dichloro-1-methyl-3lambda5-phosphabicyclo[3.1.0]hexane 3-oxide；3-butoxy-6,6-dichloro-1-methyl-3λ5-phosphabicyclo[3.1.0]hexane 3-oxide
• CAS: 1359219-15-0
• 化学式: C₁₀H₁₇Cl₂O₂P
• 分子量: 271.124
• InChiKey: XLLPTSWFBAAZRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  正溴丁烷 、 3-hydroxy-6,6-dichloro-1-methyl-3-phosphabicyclo[3.1.0]hexane 3-oxide 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以41%的产率得到3-butoxy-6,6-dichloro-1-methyl-3-phosphabicyclo[3.1.0]hexane 3-oxide
  参考文献：
  名称：

  Cyclic Phosphinates by the Alkylation of a Thermally Unstable 1-Hydroxy-1,2- Dihydrophosphinine 1-Oxide and A 3-Hydroxy-3-Phosphabicyclo[3.1.0]Hexane 3-Oxide

  摘要：

  1-alkoxy-1,2-dihydrophosphinine oxides 4 may be prepared by the reaction of 1-hydroxy-1,2-dihydrophosphinine 1-oxide 3 with alkyl halides. The best results were obtained in boiling acetone in the presence of K2CO3. The outcome of the alkylation of 3-hydroxy-6,6-dichloro-3-phosphabicyclo[3.1.0]hexane 3-oxide 5 was dependent on temperature. Butylation at 56 degrees C in acetone using K2CO3 afforded mainly the expected phosphinate 6, but an increase in the temperature led to opening of the cyclopropane ring, resulting in the formation of 1-butoxy-1,2-dihydrophosphinine oxide 4a as the major product.

  DOI：

  10.1080/10426507.2011.613876

文献信息

• Cyclic Phosphinates by the Alkylation of a Thermally Unstable 1-Hydroxy-1,2- Dihydrophosphinine 1-Oxide and A 3-Hydroxy-3-Phosphabicyclo[3.1.0]Hexane 3-Oxide
  作者：Erzsébet Jablonkai、Erika Bálint、György T. Balogh、László Drahos、György Keglevich

  DOI：10.1080/10426507.2011.613876

  日期：2012.3.1

  1-alkoxy-1,2-dihydrophosphinine oxides 4 may be prepared by the reaction of 1-hydroxy-1,2-dihydrophosphinine 1-oxide 3 with alkyl halides. The best results were obtained in boiling acetone in the presence of K2CO3. The outcome of the alkylation of 3-hydroxy-6,6-dichloro-3-phosphabicyclo[3.1.0]hexane 3-oxide 5 was dependent on temperature. Butylation at 56 degrees C in acetone using K2CO3 afforded mainly the expected phosphinate 6, but an increase in the temperature led to opening of the cyclopropane ring, resulting in the formation of 1-butoxy-1,2-dihydrophosphinine oxide 4a as the major product.