(E,E)-6-Ethyl-4,5,7-trithiadeca-2,8-diene | 144304-11-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (E,E)-6-Ethyl-4,5,7-trithiadeca-2,8-diene
• 英文别名: 6-Ethyl-4,5,7-trithia-2,8-decadiene；1-[[(E)-prop-1-enyl]disulfanyl]-1-[(E)-prop-1-enyl]sulfanylpropane
• CAS: 144304-11-0
• 化学式: C₉H₁₆S₃
• 分子量: 220.424
• InChiKey: YFTPKQUIYROJDX-NSLJXJERSA-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：

  (E,E)-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(E,E)-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：

  1-chloro-propane-1-sulfenyl chloride 、 n-propyl trans-1-propenyl sulfide 在 氨 、 lithium 作用下， 生成 (E,E)-6-Ethyl-4,5,7-trithiadeca-2,8-diene
  参考文献：
  名称：

  Allium Chemistry:  Synthesis of 1-[Alk(en)ylsulfinyl]propyl Alk(en)yl Disulfides (Cepaenes), Antithrombotic Flavorants from Homogenates of Onion (Allium cepa)

  摘要：

  A series of 1-[alk(en)ylsulfinyl]propyl alk(en)yl disulfides (alpha-sulfinyl disulfides) of structure RS(O)CHEtSSR', R, R' = Me, (E,Z)-MeCH=CH, n-Pr, and CH2=CHCH2, termed cepaenes, have been synthesized by a variety of routes including oxidation of 1-[alk(en)ylthio]propyl alk(en)yl disulfides, RSCHEtSSR', termed deoxycepaenes. The cepaenes are identical to compounds isolated from homogenates of onion (Allium cepa) and to compounds identified in these homogenates by liquid chromatography/mass spectrometry, while the deoxycepaenes are identical to compounds found in Allium distilled oils and in other materials: The antithrombotic activities for several cepaenes are reported.

  DOI：

  10.1021/jf9705126