O-methyl S-phenyl carbonodithioate | 6047-46-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: O-methyl S-phenyl carbonodithioate
• 英文别名: Methyl-S-phenyl-dithiocarbonat；S-Phenyl-xanthogensaeure-methylester；S-Phenyl-methyl-xanthat；dithiocarbonic acid O-methyl ester-S-phenyl ester；Dithiokohlensaeure-O-methylester-S-phenylester；O-Methyl-S-phenyl-dithiocarbonat；Dithiocarbonic acid O-methyl S-phenyl ester；O-methyl phenylsulfanylmethanethioate
• CAS: 6047-46-7
• 化学式: C₈H₈OS₂
• 分子量: 184.283
• InChiKey: CLALZUXQDXJKQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  O-methyl S-phenyl carbonodithioate 在 三乙胺 作用下， 生成 S-phenyl dithiocarbonate
  参考文献：
  名称：

  A New Method for the Synthesis of Alkyl Aryl Sulfides

  摘要：

  DOI：

  10.1246/bcsj.39.411
• 作为产物：
  描述：

  甲醇 、 氯代二硫代甲酸苯基酯 生成 O-methyl S-phenyl carbonodithioate
  参考文献：
  名称：

  Correlation of the rates of solvolysis of phenyl chlorothionoformate and phenyl chlorodithioformate

  摘要：

  The specific rates of solvolysis of phenyl chlorothionoformate (PhOCSCl) are remarkably similar to those previously reported for phenyl chlorothioformate (PhSCOCl). When analyzed using the extended Grunwald-Winstein equation over the usual range of solvent types, these solvolyses show essentially identical divisions into the solvents favoring the addition-elimination channel and those favoring the ionization channel. The introduction of one sulfur caused a partial shift away from the addition-elimination pathway, which was dominant over the full range of solvents for phenyl chloroformate (PhOCOCl). Consistent with these results, introduction of the second sulfur within phenyl chlorodithioformate (PhSCSCl) leads to a completion of this shift, such that an extended Grunwald-Winstein treatment of the specific rates of solvolysis now shows the ionization pathway to be dominant over the full range of solvents.

  DOI：

  10.1139/cjc-77-5-6-1118

文献信息

• Reaction of Diaryliodonium Salts with Potassium Alkyl Xanthates as an Entry Point to Accessing Organosulfur Compounds
  作者：Dmitry I. Bugaenko、Alexey A. Volkov、Valeriy V. Andreychev、Alexander V. Karchava

  DOI：10.1021/acs.orglett.2c04143

  日期：2023.1.13

  with diaryliodonium salts proceeds under mild conditions, enabling access to substituted S-aryl xanthates. The method exhibits good functional group tolerance and can be applied to the late-stage C–H functionalization of drug molecules. Divergent transformations of the resulting S-aryl xanthates provide rapid access to a range of medicinal chemistry-relevant organosulfur compounds.

  通过过渡金属催化或 S N Ar 反应制备S -芳基黄原酸酯因其在所用条件下的进一步转化而变得复杂。相比之下，O-烷基黄原酸钾与二芳基碘盐的 S-芳基化反应在温和条件下进行，从而能够获得取代的S-芳基黄原酸。该方法表现出良好的官能团耐受性，可应用于药物分子的后期C-H功能化。由此产生的S -芳基黄原酸酯的不同转化提供了快速获得一系列与药物化学相关的有机硫化合物的途径。
• Froth flotation of minerals
  申请人：NAT ANILINE &

  公开号：US01819112A1

  公开（公告）日：1931-08-18