2,5-dihydro-1-methoxy-3,4-dimethyl-1H-phosphole 1-oxide | 697-29-0

• 分子结构分类: 有机化合物 - 有机磷化合物
• 英文名称: 2,5-dihydro-1-methoxy-3,4-dimethyl-1H-phosphole 1-oxide
• 英文别名: 2,5-dihydro-3,4-dimethyl-1-methoxy-1H-phosphole 1-oxide；1-methoxy-3,4-dimethyl-3-phospholene 1-oxide；1-methoxy-3,4-dimethyl-3-phospholene oxide；1-methoxy-3,4-dimethyl-2,5-dihydro-1H-phosphole 1-oxide；2,5-dihydro-1-methoxy-3,4-dimethyl-1H-phosphole, 1-oxide；1-Methoxy-3.4-dimethyl-1-oxo-1-phospha-cyclopenten-(3)；1-Methoxy-3,4-dimethyl-2,5-dihydro-phosphole 1-oxide；1-methoxy-3,4-dimethyl-2,5-dihydro-1λ5-phosphole 1-oxide
• CAS: 697-29-0
• 化学式: C₇H₁₃O₂P
• 分子量: 160.153
• InChiKey: SIVQLUJMVPDASI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  2,5-dihydro-1-methoxy-3,4-dimethyl-1H-phosphole 1-oxide 在 溴 作用下， 以 四氯化碳 为溶剂， 生成 3,4-dibromo-1-methoxy-3,4-dimethyl-phospholane 1-oxide
  参考文献：
  名称：

  Substituted 1-oxyphosphole 1-oxides

  摘要：

  DOI：

  10.1021/ja00747a034
• 作为产物：
  描述：

  1-methoxy-3,4-dimethyl-3-phospholene 在 水 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 2,5-dihydro-1-methoxy-3,4-dimethyl-1H-phosphole 1-oxide
  参考文献：
  名称：

  Arbuzov, B. A.; Vizel', A. O.; Shchukina, L. I., Journal of general chemistry of the USSR, 1985, vol. 55, # 8, p. 1514 - 1518

  摘要：

  DOI：

文献信息

• T3P®-assisted esterification and amidation of phosphinic acids
  作者：Erzsébet Jablonkai、Réka Henyecz、Mátyás Milen、János Kóti、György Keglevich

  DOI：10.1016/j.tet.2014.09.021

  日期：2014.11

  A few phosphinic acids, such as phenylphosphinic acids, 1-hydroxy-3-phospholene 1-oxides and 1-hydroxyphospholane oxides are esterified with simple alcohols in the presence of propylphosphonic anhydride (T3P®). If 1.1 equiv of the T3P® reagent is used, the esterifications are fast and efficient at 25° C. In the case of more reactive models it was enough to apply 0.66 equiv of T3P® at 85° C under microwave

  少数次膦酸，苯基次作为酸，1-羟基-3-环磷-1-氧化物和1- hydroxyphospholane氧化物，例如酯化，在丙基膦酸酐（T3P的存在简单的醇®）。如果T3P的1.1当量®使用试剂时，酯化是快速和有效的在25℃下在多种反应性模型它足以适用0.66当量T3P的情况下®在85℃在微波条件下。1-羟基-3-甲基-3-氧化膦的酰胺化也可以在类似条件下完成。
• Phospholin-derivate—II
  作者：K. Hunger、U. Hasserodt、F. Korte

  DOI：10.1016/s0040-4020(01)99156-2

  日期：1964.1

  1-Oxo-1-alkoxy-3-phospholenes are obtained from alcohols and 1,1,1-tribromo-3-phospholenes, 1-oxo-1-alkoxy-2-phospholenes from 1,1,1,-trichloro-3-phospholenes. The position of the CC-double bond was proved by spectroscopic methods and in two cases by ozone degradation. Sulfur dioxide treatment of 1,1,1-tricholoro-3-phospholenes yields a mixture of isomeric 1-oxo-1-chlorophospholenes containing over

  1-氧代-1-烷氧基-3-膦烯是从醇类和1,1,1-三溴-3-膦烯类，1-氧代-1-烷氧基-2-膦烯是从1,1,1，-三氯-3中得到的-磷脂。通过光谱方法证明了CC双键的位置，在两种情况下通过臭氧降解证明了CC双键的位置。用二氧化硫处理1,1,1-三氟-3-膦烯生成的异构体是1-羟基-1-氯膦烯的异构体混合物，其中含有90％以上的2-膦烯。描述了从相应的1-氧代-1-烷氧基膦烯和光气开始的1-氧代-1-氯膦烯的纯异构体的合成。测定了1-氧代-1-苯基-和1-氧代-1-（β-氯烷氧基）-膦烯中CC-双键的位置。通过碱处理，将1-氧代-1-乙氧基-3-膦和1-氧代-1-乙氧基-2-膦都转化为具有其双键异构体的混合物。
• Synthesis of Cyclic Phosphinates by Microwave-Assisted Ionic-Liquid-Promoted Alcoholysis
  作者：György Keglevich、Nikoletta Harsági、Nóra Zsuzsa Kiss、László Drahos

  DOI：10.1055/a-1504-8924

  日期：2022.9

  A series of 1-alkoxy-3-methyl- and 3,4-dimethyl-3-phospholene 1-oxides, as well as 1-alkoxy-3-methylphospholane 1-oxides were prepared in good yields by the microwave (MW)-assisted [bmim][PF6]-catalyzed transesterification of the corresponding methyl or ethyl esters. The alcoholyses studied represent another case, where MW irradiation has had a crucial role on the course of the reaction. The method

  通过微波 (MW) 以良好的收率制备了一系列 1-烷氧基-3-甲基-和 3,4-二甲基-3-磷烯 1-氧化物以及 1-烷氧基-3-甲基磷烯 1-氧化物-辅助 [bmim][PF6] 催化的相应甲酯或乙酯的酯交换。所研究的醇解代表了另一种情况，其中 MW 辐射在反应过程中起着至关重要的作用。所开发的方法是从相应的次膦酰氯和酸开始的其他酯化的替代可能性。
• Hydrolysis and alcoholysis of phosphinates and phosphonates
  作者：Nikoletta Harsági、Betti Szőllősi、Petra Regina Varga、György Keglevich

  DOI：10.1080/10426507.2021.1991345

  日期：2022.6.3

  Abstract Phosphinic and phosphonic acids useful intermediates and biologically active compounds may be prepared from their esters: phosphinates and phosphonates, respectively, by acid-catalyzed hydrolysis either on conventional heating or on MW irradiation. The transesterification of alkyl phosphinates took place only in the presence of suitable ionic liquids as the catalysts. In the cases of phenylphosphonates

  摘要 次膦酸和膦酸有用的中间体和生物活性化合物可以分别由它们的酯制备：次膦酸盐和膦酸盐，通过酸催化水解在常规加热或MW照射下进行。烷基次膦酸盐的酯交换反应仅在合适的离子液体作为催化剂存在的情况下进行。在苯基膦酸盐的情况下，取决于离子液体的性质，酯的形成伴随着 C-O 键的裂变。
• Microwave-assisted, ionic liquid-catalyzed aminolysis and alcoholysis of phosphinic derivatives: the interconversion of phosphinates and phosphinic amides
  作者：György Keglevich、Nikoletta Harsági、Sarolta Szilágyi

  DOI：10.1039/d3gc02711b

  日期：——

  was developed for the preparation of alkylamino-3-phospholene oxides and for the diastereoselective synthesis of alkylaminophospholane oxides by the MW-assisted ionic liquid-catalyzed aminolysis of the corresponding cyclic phosphinates. The opposite reaction, the alcoholysis of cyclic phosphinic amides, was also elaborated. The interconversion of phosphinates and phosphinic amides may be of more general

  开发了一种无氯且简单的方法，用于制备烷基氨基-3-磷杂环戊烷氧化物，并通过分子量辅助离子液体催化相应环状次膦酸盐的氨解非对映选择性合成烷基氨基磷杂环戊烷氧化物。还详细阐述了相反的反应，即环状次膦酰胺的醇解。次膦酸盐和次膦酰胺的相互转化可能具有更普遍的价值。