(4S)-4-异丙基-2-[(甲硫基)甲基]-4,5-二氢-1,3-恶唑 | 154260-41-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: (4S)-4-异丙基-2-[(甲硫基)甲基]-4,5-二氢-1,3-恶唑
• 中文别名: 噁唑,4,5-二氢-4-(1-甲基乙基)-2-[(甲硫基)甲基]-,(S)-(9CI)
• 英文名称: (4S)-4-isopropyl-2-methylthiomethyl-1,3-oxazoline
• 英文别名: (S)-4-isopropyl-2-((methylthio)methyl)-4,5-dihydrooxazole；Oxazole, 4,5-dihydro-4-(1-methylethyl)-2-[(methylthio)methyl]-, (S)-(9CI)；(4S)-2-(methylsulfanylmethyl)-4-propan-2-yl-4,5-dihydro-1,3-oxazole
• CAS: 154260-41-0
• 化学式: C₈H₁₅NOS
• 分子量: 173.279
• InChiKey: KHJCEEVYVMIERZ-SSDOTTSWSA-N

物化性质

• 沸点：
  222.5±23.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  46.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sodium perchlorate 、 顺-双(2,2-二吡啶)二氯化钌(II) 水合物 、 (4S)-4-异丙基-2-[(甲硫基)甲基]-4,5-二氢-1,3-恶唑 以 乙二醇 、 乙醇 、 水 为溶剂， 反应 0.33h， 以87%的产率得到
  参考文献：
  名称：

  Controlling Reversible Expansion of Li2O2 Formation and Decomposition by Modifying Electrolyte in Li-O2 Batteries

  摘要：

  The aprotic lithium-oxygen (Li-O-2) battery has attracted worldwide attention because of its ultrahigh theoretical energy density. However, its practical application is critically hindered by cathode passivation, large polarization, and severe parasitic reactions. Here, we demonstrate an originally designed Ru(II) polypyridyl complex (RuPC) though which the reversible expansion of Li2O2 formation and decomposition can be achieved in Li-O-2 batteries. Experimental and theoretical results revealed that the RuPC can not only expand the formation of Li2O2 in electrolyte but also suppress the reactivity of LiO2 intermediate during discharge, thus alleviating the cathode passivation and parasitic reactions significantly. In addition, an initial delithiation pathway can be achieved when charging in turn; thus, the Li2O2 products can be decomposed reversibly with a low overpotential. Consequently, the RuPC-catalyzed Li-O-2 batteries exhibited a high discharge capacity, a low charge overpotential, and an ultralong cycle life. This work provides an alternative way of designing the soluble organic catalysts for metal-O-2 batteries.

  DOI：

  10.1016/j.chempr.2018.08.029
• 作为产物：
  描述：

  L-缬氨醇 、 (甲基硫代)乙腈 在 zinc(II) chloride 作用下， 以 氯苯 为溶剂， 反应 48.0h， 以66%的产率得到(4S)-4-异丙基-2-[(甲硫基)甲基]-4,5-二氢-1,3-恶唑
  参考文献：
  名称：

  连接到恶唑啉的硫化物：配体，用于对映选择性催化

  摘要：

  束缚于恶唑啉的硫化物可作为钯催化的烯丙基取代的有效配体，提供良好至极佳的对映选择性（56至> 96％ee）。已经显示出氮原子和硫原子之间的系链长度以及硫化物的性质均会影响这些配体的性能。

  DOI：

  10.1016/s0040-4039(00)61568-x

文献信息

• Preparation of novel Sulfur and phosphorus containing oxazolines as ligands for asymmetric catalysis
  作者：Joanne V. Allen、Graham J. Dawson、Christopher G. Frost、Ionathan M.J. Williams、Steven J. Coote

  DOI：10.1016/s0040-4020(01)80795-x

  日期：1994.1

  The preparation of enantiomerically pure liginds which contain both an oxazoline group and an additional sulfur or phosphorus donor atom are described. Methyithiomethyl, o-thioanisyl and thienyl oxazolines have been prepared in one step, and o-diphenylphosphinophenyl oxazolines have been prepared in two steps in good yields from commercially available starting materials.

  描述了同时包含恶唑啉基团和另外的硫或磷供体原子的对映体纯的配体的制备。一步法制得了甲硫基甲基，邻硫代茴香基和噻吩基恶唑啉，并分两步从可商购的起始原料中以高收率制备了邻二苯基膦基苯基恶唑啉。
• Sulfides tethered to oxazolines: Ligands for enantioselective catalysis
  作者：Graham J. Dawson、Christopher G. Frost、Christopher J. Martin、Jonathan M.J. Williams、Steven J. Coote

  DOI：10.1016/s0040-4039(00)61568-x

  日期：1993.11

  Sulfides tethered to oxazolines function as effective ligands for palladium catalysed allylic substitution, affording good to excellent levels of enantioselectivity (56 to >96% ee). Both the tether length between the nitrogen and sulfur atoms and also the nature of the sulfide have been shown to affect the performance of these ligands.

  束缚于恶唑啉的硫化物可作为钯催化的烯丙基取代的有效配体，提供良好至极佳的对映选择性（56至> 96％ee）。已经显示出氮原子和硫原子之间的系链长度以及硫化物的性质均会影响这些配体的性能。
• Allen, Joanne V.; Coote, Steven J.; Dawson, Graham J., Journal of the Chemical Society. Perkin transactions I, 1994, # 15, p. 2065 - 2072
  作者：Allen, Joanne V.、Coote, Steven J.、Dawson, Graham J.、Frost, Christopher G.、Martin, Christopher J.、Williams, Jonathon, M.

  DOI：——

  日期：——
• Allen Joanne V., Dawson Graham J., Frost Christopher G., Williams Jonatha+, Tetrahedron, 50 (1994) N 3, S 799-808
  作者：Allen Joanne V., Dawson Graham J., Frost Christopher G., Williams Jonatha+

  DOI：——

  日期：——
• Controlling Reversible Expansion of Li2O2 Formation and Decomposition by Modifying Electrolyte in Li-O2 Batteries
  作者：Xiaodong Lin、Ruming Yuan、Yong Cao、Xiaobing Ding、Senrong Cai、Bowen Han、Yuhao Hong、Zhiyou Zhou、Xulai Yang、Lei Gong、Mingsen Zheng、Quanfeng Dong

  DOI：10.1016/j.chempr.2018.08.029

  日期：2018.11

  The aprotic lithium-oxygen (Li-O-2) battery has attracted worldwide attention because of its ultrahigh theoretical energy density. However, its practical application is critically hindered by cathode passivation, large polarization, and severe parasitic reactions. Here, we demonstrate an originally designed Ru(II) polypyridyl complex (RuPC) though which the reversible expansion of Li2O2 formation and decomposition can be achieved in Li-O-2 batteries. Experimental and theoretical results revealed that the RuPC can not only expand the formation of Li2O2 in electrolyte but also suppress the reactivity of LiO2 intermediate during discharge, thus alleviating the cathode passivation and parasitic reactions significantly. In addition, an initial delithiation pathway can be achieved when charging in turn; thus, the Li2O2 products can be decomposed reversibly with a low overpotential. Consequently, the RuPC-catalyzed Li-O-2 batteries exhibited a high discharge capacity, a low charge overpotential, and an ultralong cycle life. This work provides an alternative way of designing the soluble organic catalysts for metal-O-2 batteries.