2,2'-bis(ethylthio)biphenyl | 34119-88-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2'-bis(ethylthio)biphenyl
• 英文别名: 2,2'-bis(ethylthio)-1,1'-biphenyl；1-Ethylsulfanyl-2-(2-ethylsulfanylphenyl)benzene
• CAS: 34119-88-5
• 化学式: C₁₆H₁₈S₂
• 分子量: 274.451
• InChiKey: GZVIQQVBOAESIM-UHFFFAOYSA-N

物化性质

• 沸点：
  403.5±38.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2,2'-bis(ethylthio)biphenyl 在 potassium tetrabromopalladate 作用下， 以 乙醇 、 水 为溶剂， 生成 Dibrom(2,2'-diaethylthiobiphenyl)palladium
  参考文献：
  名称：

  环中含有硫或氧的新型大环化合物的合成：噻吩-和氧杂-环烷。质谱和其他研究

  摘要：

  描述了环中包含两个或四个硫原子的许多大环杂环化合物的合成。这些化合物包括具有7-11元杂环的2,2'-桥联苯；以及含有邻亚二甲苯基桥的7元，8元，9元，14元，16元，18元和24元杂环系统。还描述了前一系列的氧类似物。讨论了化合物的1 H nmr和质谱。

  DOI：

  10.1039/j39710003454
• 作为产物：
  描述：

  biphenyl-2,2'-disulfonyl chloride 在 盐酸 、 sodium hydroxide 、 锌 作用下， 以 乙醇 为溶剂， 生成 2,2'-bis(ethylthio)biphenyl
  参考文献：
  名称：

  环中含有硫或氧的新型大环化合物的合成：噻吩-和氧杂-环烷。质谱和其他研究

  摘要：

  描述了环中包含两个或四个硫原子的许多大环杂环化合物的合成。这些化合物包括具有7-11元杂环的2,2'-桥联苯；以及含有邻亚二甲苯基桥的7元，8元，9元，14元，16元，18元和24元杂环系统。还描述了前一系列的氧类似物。讨论了化合物的1 H nmr和质谱。

  DOI：

  10.1039/j39710003454

文献信息

• Access to Valuable Chalcogen-Containing Biaryl Derivatives via Regioselective 2,2′-Dichalcogenation of 2-Bromobiaryls
  作者：Yike Bai、Feng Ouyang、Rong Chen、Xihan Jiang、Zhuoming Liang、Wenhua Yu、Guipeng Yu、Yi-Hung Chen、Baosheng Wei

  DOI：10.1021/acs.orglett.4c02456

  日期：2024.8.9

  The regioselective installation of chalcogen atoms into biaryl scaffolds is an important synthetic task due to the great value of chalcogen-containing biaryl derivatives in many fields. Here we undertake this task by developing a regioselective 2,2′-dichalcogenation of 2-bromobiaryls with common chalcogen sources using an organolanthanum-mediated one-pot, two-step protocol. This strategy features high

  由于含硫族联芳基衍生物在许多领域具有巨大价值，将硫族原子区域选择性安装到联芳基支架中是一项重要的合成任务。在这里，我们通过使用有机镧介导的一锅两步方案开发具有常见硫属元素来源的 2-溴代联芳基化合物的区域选择性 2,2'-二硫属化反应来承担这项任务。该策略具有高区域选择性、易得的底物、无过渡金属的条件以及优于以往方法的性能，从而展示了有机镧试剂在有机合成中的独特优势。
• Synthesis and Properties of Novel Medium-sized Heterocyclic Compounds Containing Two Sulfur Atoms in the Ring and Synthetic Approaches to Conjugated Cyclic Disulfonium Ylides
  作者：Hiroshi Shimizu、Hiroyoshi Watanabe、Masahiro Mizuno、Tadashi Kataoka、Mikio Hori

  DOI：10.3987/com-99-s(i)5

  日期：——

  Tribenzo[b,f,h][1,4]dithiecin (8) was prepared by coupling 2,2'-bis(bromomethyl)biphenyl (10) with 1,2-benzenedithiol (11) in the presence of NaH in acetonitrile. Another novel dithiecin derivative, 1,8-dihydro-2,7-benzodithiecin (9) was synthesized by coupling of 1,4-dimercapto-2,3-O-isopropylidene-Lg-threitol (13a) with alpha,alpha'-dibromo-o-xylene (12), followed by hydrolysis and subsequent dehydration via the mesylate derivative (16). The benzodithiecin (9) was also prepared by treatment of dithiol (18) with butadiyne along with alpha,alpha'-bis(1-buten-3-ynylthio)-o-xylene (19) as a byproduct. Compound (19) was subjected to an intramolecular coupling reaction using CuCl-pyridine-O-2 in benzene to yield the 12-membered ring compound (23). We also describe our effort to prepare the corresponding cyclic diylide compounds from the above new dithiecins (8) and (9), and known dithiecin (7).
• Synthesis and reactivity of 2-(ethylthio) phenylcopper: A stable organocopper compound carrying an intramolecular sulfane ligand
  作者：Shinji Toyota、Michinori Ōki

  DOI：10.1016/s0022-328x(96)06496-0

  日期：1997.4

  An unusually stable organocopper compound carrying an intramolecular sulfane ligand, 2-(ethylthio)phenylcopper, was synthesized via the reaction of the corresponding organolithium with a copper(I) halide (CuX). This compound was obtained in two forms: one is a salt - free compound which is insoluble in ordinary solvents, the other is a soluble complex of [2-(ethylthio)phenylcopper](2) . CuX composition. These compounds were either hydrolyzed or underwent a coupling reaction to produce a biphenyl when heated. While these organocoppers are less reactive towards various electrophiles than other known arylcoppers, the soluble complex gives ketones with acyl halides in low yields. The properties as well as the reactivities of the stable organocopper compounds are reported.