ethyl octyl sulfoxide | 13126-09-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚砜
• 英文名称: ethyl octyl sulfoxide
• 英文别名: Aethyl-octyl-sulfoxid；ethyl n-octyl sulfoxide；1-(Ethanesulfinyl)octane；1-ethylsulfinyloctane
• CAS: 13126-09-5
• 化学式: C₁₀H₂₂OS
• 分子量: 190.35
• InChiKey: OBEZKSPNIWCNFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙基正辛基硫醚 在 Me-IBX 作用下， 以 乙腈 为溶剂， 反应 0.3h， 以90%的产率得到ethyl octyl sulfoxide
  参考文献：
  名称：

  改性的邻甲基取代的IBX：在普通有机溶剂中室温氧化醇和硫化物

  摘要：

  邻位甲基取代的Me-IBX是IBX的第一个修饰类似物，由于两种因素的综合作用，即在低溶解度和高价扭曲促进速率的提高，该化合物在室温下可氧化普通有机溶剂中的醇。此外，该试剂对于将硫化物选择性氧化为亚砜是有效的，否则这种转化只能在标准IBX的情况下缓慢进行。容易获得的合成方法及其温和以及无害的性质使Me-IBX在有机氧化反应中稳定地相当于Dess-Martin高碘烷试剂。

  DOI：

  10.1016/j.tetlet.2007.11.013

文献信息

• <i>Twist</i> Does a <i>Twist</i> to the Reactivity: Stoichiometric and Catalytic Oxidations with <i>Twisted</i> Tetramethyl-IBX
  作者：Jarugu Narasimha Moorthy、Kalyan Senapati、Keshaba Nanda Parida、Samik Jhulki、Kunnikuruvan Sooraj、Nisanth N. Nair

  DOI：10.1021/jo201491q

  日期：2011.12.2

  The methyl groups in TetMe-IBX lower the activation energy corresponding to the rate-determining hypervalent twisting (theoretical calculations), and the steric relay between successive methyl groups twists the structure, which manifests in significant solubility in common organic solvents. Consequently, oxidations of alcohols and sulfides occur at room temperature in common organic solvents. In situ generation of the reactive TetMe-IBX from its precursor iodo-acid, i.e., 3,4,5,6-tetramethyl-2-iodobenzoic acid, in the presence of oxone as a co-oxidant facilitates the oxidation of diverse alcohols at room temperature.
• 6-Membered Pseudocyclic IBX Acids: Syntheses, X-ray Structural Characterizations, and Oxidation Reactivities in Common Organic Solvents
  作者：Jarugu Narasimha Moorthy、Kalyan Senapati、Keshaba Nanda Parida

  DOI：10.1021/jo101639j

  日期：2010.12.17

  We designed and synthesized lambda(5)-cyclic periodinanes 1 and 2, which are homologous to IBX (1-hydroxyl-oxo-1H-1 lambda(5)-benzo[d][1,2]iodoxol-3-one) by one carbon, to thwart close packing of molecules in the crystal lattice to permit solubility in common organic solvents and to facilitate oxidations with enhanced reactivity. The X-ray crystal structures revealed that both 1 and 2 exist in the solid state as pseudocyclic (PC) acids, i.e., 1PC and 2PC, and that the molecules in the lattice are less weakly associated as compared to those in the parent IBX due to the twisting introduced via the sp(3) benzylic carbon. Both 1PC and 2PC are found to dissolve in palpable amounts in DCM and acetonitrile to allow oxidation of a variety of alcohols and sulfides to carbonyl compounds and sulfoxides in a facile manner. The subtle differences in the sterics due to methyl and ethyl substituents in 1PC and 2PC are found to manifest in contrasting reactivities in that the oxidations of alcohols occur faster with 2PC, while those of sulfides to sulfoxides occur more rapidly with 1PC.
• Enantioselective Catalytic Oxidation of (Arylthio)- or (Alkylthio)methylphosphonates as a Route to Enantiomeric Pure Aryl Alkyl or Dialkyl Sulfoxides
  作者：Maria Annunziata M. Capozzi、Cosimo Cardellicchio、Giuseppe Fracchiolla、Francesco Naso、Paolo Tortorella

  DOI：10.1021/ja982836w

  日期：1999.5.1
• CHEMICAL ADDITIVES FOR WATER FLUX ENHANCEMENT
  申请人：LG NANOH2O, INC.

  公开号：US20170014779A1

  公开（公告）日：2017-01-19

  Provided are flux enhancing inclusion complexes for preparing highly permeable thin film composite membranes, and processes that include adding the flux enhancing inclusion complexes to the organic phase or aqueous phase prior to interfacial polymerization of the thin film composite membrane. The thin film composite membranes are suitable for nanofiltration, and reverse and forward osmosis. The provided processes can include contacting a porous support membrane with an aqueous phase containing a polyamine to form a coated support membrane, and applying an organic phase containing a polyfunctional acid halide and a flux enhancing inclusion complex to the coated support membrane to interfacially polymerize the polyamine and the polyfunctional acid halide to form a discrimination layer to form thin film composite membranes.
• US4618722A
  申请人：——

  公开号：US4618722A

  公开（公告）日：1986-10-21