2-ethyl-2-oxo-1,3,2-dioxaphospholane | 1831-27-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 2-ethyl-2-oxo-1,3,2-dioxaphospholane
• 英文别名: 2-ethyl-[1,3,2]dioxaphospholane 2-oxide；2-Aethyl-[1,3,2]dioxaphospholan-2-oxid；Aethylphosphonsaeure-aethandiylester；2-Ethyl-2-oxo-<1,3,2λ⁵>-dioxaphospholan；Ethylphosphonsaeure-ethylenglykolester；2-Oxo-2-ethyl-1,3-dioxa-2-phosphiran；2-Ethyl-1,3,2lambda5-dioxaphospholane 2-oxide；2-ethyl-1,3,2λ5-dioxaphospholane 2-oxide
• CAS: 1831-27-2
• 化学式: C₄H₉O₃P
• 分子量: 136.087
• InChiKey: WVFATINBRVAKSW-UHFFFAOYSA-N

物化性质

• 沸点：
  118-122 °C(Press: 2 Torr)
• 密度：
  1.2633 g/cm3(Temp: 200 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯甲酰甲酸甲酯 、 2-ethyl-2-oxo-1,3,2-dioxaphospholane 生成 5-ethyl-2,3-diphenyl-1,4,6,9-tetraoxa-5λ⁵-phospha-spiro[4.4]nonane-2,3-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Konovalova,I.V. et al., Journal of general chemistry of the USSR, 1977, vol. 47, p. 31 - 34

  摘要：

  DOI：
• 作为产物：
  描述：

  在 溴化乙啶 作用下， 生成 2-ethyl-2-oxo-1,3,2-dioxaphospholane
  参考文献：
  名称：

  Pudovik,A.N. et al., Journal of general chemistry of the USSR, 1966, vol. 36, p. 319 - 322

  摘要：

  DOI：

文献信息

• Clean synthesis of linear and star amphiphilic poly(ε-caprolactone)-<i>block</i>-poly(ethyl ethylene phosphonate) block copolymers: assessing self-assembly and surface activity
  作者：Payal Baheti、Timo Rheinberger、Olinda Gimello、Cécile Bouilhac、Frederik R. Wurm、Patrick Lacroix-Desmazes、Steven M. Howdle

  DOI：10.1039/d0gc00819b

  日期：——

  utilization in surfactants. The current “go-to” hydrophilic unit is poly(ethylene glycol) (PEG), but this is non-biodegradable and there is some evidence that its use can lead to accumulation of toxic by-products. We have created new approaches leading to water-dispersible, fully degradable amphiphilic block copolymers. Our approach utilized poly(ε-caprolactone)-based macroinitiators in a solvent free process

  2-乙基-2-氧代-1,3,2-二氧杂磷杂环戊烷（EP）的阴离子开环聚合（AROP）已用于创建替代性亲水基团，以用于表面活性剂。当前的“首选”亲水单元是聚乙二醇（PEG），但这是不可生物降解的，并且有一些证据表明，使用它会导致有毒副产物的积累。我们创建了新的方法来生产水分散性，完全降解的两亲嵌段共聚物。我们的方法在有机溶剂DBU的无溶剂工艺中利用了基于聚（ε-己内酯）的大分子引发剂。我们准备了一套完整的新型两亲性PCL- b -PEP嵌段共聚物，包括以SEC，1 H和31为特征的线性二嵌段，三嵌段和星形二嵌段共聚物P NMR和MALDI-TOF分析。与常规技术（例如透析）相比，利用超临界二氧化碳（scCO 2）可有效地提取残留的EP单体，从而导致纯化产品的重量产率显着提高。通过DLS和cryo-TEM研究了两亲共聚物在水中的自组装，并通过张力测定法研究了其表面活性随浓度变化的函数，表明其性能与市售表面活性剂相当或超过。
• Pudovik,A.N. et al., Journal of general chemistry of the USSR, 1964, vol. 34, p. 2604 - 2607
  作者：Pudovik,A.N. et al.

  DOI：——

  日期：——
• A Library of Well-Defined and Water-Soluble Poly(alkyl phosphonate)s with Adjustable Hydrolysis
  作者：Thomas Wolf、Tobias Steinbach、Frederik R. Wurm

  DOI：10.1021/acs.macromol.5b00897

  日期：2015.6.23

  Poly(alkyl ethylene phosphonate)s with different alkyl side chains exhibit significant differences in their degradation behavior. Three novel 2-alkyl-2-oxo-1,3,2-dioxaphospholanes, cyclic monomers for the ring-opening polymerization (ROP) toward poly(alkyl alkylene phosphonate)s, were synthesized by 0 robust two- or three-step protocols in reasonable yields and high purity. The polymerization was promoted by the organocatalysts 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and proceeded with high control over molecular weight and narrow molecular weight distributions (D < 1.2) up to full conversion. These polymers with methyl, ethyl, and isopropyl side chains are perfectly soluble in water (up to 25 mg mL(-1)) without a temperature-dependent phase separation. They showed no toxicity against He La cells after 24 h of incubation at any tested concentration. Polymers with butyl side chains exhibit decreased solubility and concentration-dependent cloud point temperatures and show toxicity against He La cells at concentrations above 25 mu g mL(-1). The polymers showed no acetylcholinesterase inhibition. All polymers exhibited significantly different degradation times under both neutral as well as basic conditions (variation of the alkyl side chain allowed stabilities from 8 h up to 6 days).
• Pudovik,A.N.; Aladzheva,I.M., Journal of general chemistry of the USSR, 1963, vol. 33, p. 1768 - 1772
  作者：Pudovik,A.N.、Aladzheva,I.M.

  DOI：——

  日期：——
• Petrov,K.A. et al., Journal of general chemistry of the USSR, 1965, vol. 35, p. 731 - 735
  作者：Petrov,K.A. et al.

  DOI：——

  日期：——