(Z,Z)-6-Ethyl-4,5,7-trithiadeca-2,8-diene | 144304-14-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (Z,Z)-6-Ethyl-4,5,7-trithiadeca-2,8-diene
• 英文别名: 1-[[(Z)-prop-1-enyl]disulfanyl]-1-[(Z)-prop-1-enyl]sulfanylpropane
• CAS: 144304-14-3
• 化学式: C₉H₁₆S₃
• 分子量: 220.424
• InChiKey: YFTPKQUIYROJDX-IUNAMMOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z,Z)-6-Ethyl-4,5,7-trithiadeca-2,8-diene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以64%的产率得到(Z,Z)-6-Ethyl-4,5,7-trithiadeca-2,8-diene 7-oxide
  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：

  Lithium (Z)-propenethiolate 在 甲基磺酰氯 作用下， 以 四氢呋喃 为溶剂， 以13%的产率得到(Z,Z)-5,8-Diethyl-4,6,7,9-tetrathiadodeca-2,10-diene
  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

• 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.