3-chloro-1-undecenyl-1,1-bis thiobenzene | 198982-73-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-chloro-1-undecenyl-1,1-bis thiobenzene
• 英文别名: (3-Chloro-1-phenylsulfanylundec-1-enyl)sulfanylbenzene
• CAS: 198982-73-9
• 化学式: C₂₃H₂₉ClS₂
• 分子量: 405.068
• InChiKey: QTXZTYSUXNOLLQ-UHFFFAOYSA-N

物化性质

• 沸点：
  518.1±50.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 3-chloro-1-undecenyl-1,1-bis thiobenzene 在 碘 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以55%的产率得到1-甲基十一碳-2-烯酸酯
  参考文献：
  名称：

  Synthesis of α,β-Unsaturated Aldehydes and Methyl Carboxylic Esters from 2-Acetylenic Phenyl Sulfides.

  摘要：

  2-Alkynylthio benzenes were reduced to 2-Alkenylthio benzenes with diisobutyl aluminum hydride. Mono chlorination of these compounds with sulfuryl chloride and pyridine followed by hydrolysis, in the presence of Cu-II salts, gave alpha,beta-unsaturated aldehydes.2-Alkynylthio benzenes were converted into 2-Alkynyl 1,1-bis thiobenzenes by monochlorination with sulfuryl chloride and pyridine followed by treatment with thiophenol and triethylamine. These substances were then converted to alpha,beta-unsaturated methyl carboxylic esters by way of isomerization with sodium methoxide to the corresponding allene and treatment with hydrochloric acid and methanolysis in the presence of iodine.

  DOI：

  10.1080/00397919708005915
• 作为产物：
  描述：

  1-Chloroundec-2-ynylsulfanylbenzene 在 盐酸 、 sodium methylate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 、 苯 为溶剂， 反应 9.0h， 生成 3-chloro-1-undecenyl-1,1-bis thiobenzene
  参考文献：
  名称：

  Synthesis of α,β-Unsaturated Aldehydes and Methyl Carboxylic Esters from 2-Acetylenic Phenyl Sulfides.

  摘要：

  2-Alkynylthio benzenes were reduced to 2-Alkenylthio benzenes with diisobutyl aluminum hydride. Mono chlorination of these compounds with sulfuryl chloride and pyridine followed by hydrolysis, in the presence of Cu-II salts, gave alpha,beta-unsaturated aldehydes.2-Alkynylthio benzenes were converted into 2-Alkynyl 1,1-bis thiobenzenes by monochlorination with sulfuryl chloride and pyridine followed by treatment with thiophenol and triethylamine. These substances were then converted to alpha,beta-unsaturated methyl carboxylic esters by way of isomerization with sodium methoxide to the corresponding allene and treatment with hydrochloric acid and methanolysis in the presence of iodine.

  DOI：

  10.1080/00397919708005915

文献信息

• Synthesis of α,β-Unsaturated Aldehydes and Methyl Carboxylic Esters from 2-Acetylenic Phenyl Sulfides.
  作者：Fortes, Carlos C.、Garrote, Clevia F. D.

  DOI：10.1080/00397919708005915

  日期：1997.11

  2-Alkynylthio benzenes were reduced to 2-Alkenylthio benzenes with diisobutyl aluminum hydride. Mono chlorination of these compounds with sulfuryl chloride and pyridine followed by hydrolysis, in the presence of Cu-II salts, gave alpha,beta-unsaturated aldehydes.2-Alkynylthio benzenes were converted into 2-Alkynyl 1,1-bis thiobenzenes by monochlorination with sulfuryl chloride and pyridine followed by treatment with thiophenol and triethylamine. These substances were then converted to alpha,beta-unsaturated methyl carboxylic esters by way of isomerization with sodium methoxide to the corresponding allene and treatment with hydrochloric acid and methanolysis in the presence of iodine.