Lithium (E)-1-propenethiolate | 57699-39-5

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: Lithium (E)-1-propenethiolate
• 英文别名: lithium;(E)-prop-1-ene-1-thiolate
• CAS: 57699-39-5
• 化学式: C₃H₅S*Li
• 分子量: 80.0797
• InChiKey: SUOVHAFOVDUDPJ-SQQVDAMQSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.93
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Lithium (E)-1-propenethiolate 在 甲基磺酰氯 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以82%的产率得到(E,E)-di-1-propenyl disulfide
  参考文献：
  名称：

  Allium chemistry: simple synthesis of antithrombotic cepaenes from onion and deoxycepaenes from oil of shallot by reaction 1-propenethiolate with sulfonyl halides

  摘要：

  Stereoisomers of MeCH=CHSLi from Li/NH3 reduction of MeCH=CHSPr react with varying proportions of MsCl giving the respective stereoisomers of either bis(1-propenyl) disulfide (1), S-1-propenyl methane-sulfonothiate (2a), or 6-ethyl-4,5,7-trithiadeca-2,8-diene (3); oxidation of 3, a shallot oil component, gives 6-ethyl-4,5,7-trithiadeca-2,8-diene 7-oxide (cepaene, 4), an antithrombotic compound from onion.

  DOI：

  10.1021/jo00048a007
• 作为产物：
  描述：

  n-propyl trans-1-propenyl sulfide 在 氨 、 lithium 作用下， 生成 Lithium (E)-1-propenethiolate
  参考文献：
  名称：

  Allium chemistry: simple synthesis of antithrombotic cepaenes from onion and deoxycepaenes from oil of shallot by reaction 1-propenethiolate with sulfonyl halides

  摘要：

  Stereoisomers of MeCH=CHSLi from Li/NH3 reduction of MeCH=CHSPr react with varying proportions of MsCl giving the respective stereoisomers of either bis(1-propenyl) disulfide (1), S-1-propenyl methane-sulfonothiate (2a), or 6-ethyl-4,5,7-trithiadeca-2,8-diene (3); oxidation of 3, a shallot oil component, gives 6-ethyl-4,5,7-trithiadeca-2,8-diene 7-oxide (cepaene, 4), an antithrombotic compound from onion.

  DOI：

  10.1021/jo00048a007

文献信息

• BUNINA N. A.; PETROV M. L.; PETROV A. A., ZH. ORGAN. XIMII, 1979, 15, HO 11, 2306-2312
  作者：BUNINA N. A.、 PETROV M. L.、 PETROV A. A.

  DOI：——

  日期：——
• Allium chemistry: simple synthesis of antithrombotic cepaenes from onion and deoxycepaenes from oil of shallot by reaction 1-propenethiolate with sulfonyl halides
  作者：Eric Block、Shu Hai Zhao

  DOI：10.1021/jo00048a007

  日期：1992.10

  Stereoisomers of MeCH=CHSLi from Li/NH3 reduction of MeCH=CHSPr react with varying proportions of MsCl giving the respective stereoisomers of either bis(1-propenyl) disulfide (1), S-1-propenyl methane-sulfonothiate (2a), or 6-ethyl-4,5,7-trithiadeca-2,8-diene (3); oxidation of 3, a shallot oil component, gives 6-ethyl-4,5,7-trithiadeca-2,8-diene 7-oxide (cepaene, 4), an antithrombotic compound from onion.