3,7-dimethyl-5-thianonan-2,8-dione | 75987-85-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,7-dimethyl-5-thianonan-2,8-dione
• 英文别名: 3,3'-[Sulfanediylbis(methylene)]di(butan-2-one)；3-methyl-4-(2-methyl-3-oxobutyl)sulfanylbutan-2-one
• CAS: 75987-85-8
• 化学式: C₁₀H₁₈O₂S
• 分子量: 202.318
• InChiKey: YTNKINVCQDJXHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,7-dimethyl-5-thianonan-2,8-dione 在 羟胺 、 溶剂黄146 作用下， 以90%的产率得到3,7-dimethyl-5-thianonan-2,8-dione oxime
  参考文献：
  名称：

  Synthesis of γ-ketosulfide derivatives from natural mercaptans

  摘要：

  gamma-Ketosulfides and their derivatives gamma-hydroxysulfides, sulfoxides, sulfur-containing 1,3-dioxolanes, and alkylthiooximes were obtained on the basis of natural mercaptans. It was found that gamma-hydroxy- and dihydroxysulfoxides are more stable than the corresponding gamma-keto and diketosufoxides.

  DOI：

  10.1134/s0965544106020101
• 作为产物：
  描述：

  2-甲基-1-丁烯-3-酮 在 sodium hydroxide 、 氯仿 、 硫化氢 、 三乙胺 作用下， 生成 3,7-dimethyl-5-thianonan-2,8-dione
  参考文献：
  名称：

  Thiel et al., Justus Liebigs Annalen der Chemie, 1958, vol. 619, p. 137,143

  摘要：

  DOI：

文献信息

• α-Substituted β-mercapto ketone based synthesis of 3-alkyl-3-[(alkylsulfanyl)methyl]-2-methyl-3H-indoles
  作者：Larisa А. Baeva、Radik M. Nugumanov、Rail R. Gataullin、Akhnef А. Fatykhov

  DOI：10.1007/s10593-021-02940-4

  日期：2021.5

  A novel approach to the synthesis of 3-(alkylsulfanylmethyl)-substituted 1H-indoles was developed based on the Fischer indole synthesis involving accessible β-mercapto ketones. Heterocyclization of 3-[(alkylsulfanyl)methyl]alkan-2-ones and phenylhydrazine by the action of ZnCl2 in MeOH or EtOH gave previously unknown 3-alkyl-3-[(alkylsulfanyl)methyl]-2-methyl-3H-indoles.

  基于 Fischer 吲哚合成，涉及可接近的 β-巯基酮，开发了一种合成 3-（烷基硫基甲基）-取代的 1 H-吲哚的新方法。通过 ZnCl 2在 MeOH 或 EtOH 中的作用，3-[(烷基硫烷基)甲基]链烷-2-酮和苯肼的杂环化得到以前未知的 3-烷基-3-[(烷基硫烷基)甲基]-2-甲基-3 H -吲哚。
• Dronov, V. I.; Nigmatullina, R. F.; Khalilov, L. M., Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, # 7, p. 1196 - 1200
  作者：Dronov, V. I.、Nigmatullina, R. F.、Khalilov, L. M.、Nikitin, Yu. E.

  DOI：——

  日期：——
• Synthesis of 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octan-2-one from 3,7-dimethyl-5-thianonan-2,8-dione
  作者：L. A. Baeva、A. D. Ulendeeva、A. R. Gaisina、O. V. Shitikova、E. G. Galkin、N. K. Lyapina

  DOI：10.1134/s0965544107020090

  日期：2007.3

  It was found that the heating of 3,7-dimethyl-5-thianonan-2,8-dione at 50 degrees C in ethanol in the presence of potassium hydroxide yields 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octan-2-one as a mixture of 5-exo- and 5-endo-isomers in the ratio of 5 : 1. The oxidation of thiabicyclooctanone with hydrogen peroxide and its reduction with sodium borohydride result in 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octane-2-one-7,7-dioxide and 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octane-2-ol, respectively.
• ——
  作者：V. V. Potapov、R. A. Khisamutdinov、Yu. I. Murinov、L. A. Baeva、A. D. Ulendeeva、N. K. Lyapina

  DOI：10.1023/a:1013098330103

  日期：——

  Extraction of palladium(II) and platinum(IV) from acidic chloride solutions with solutions of 3,7-dimethyl-5-thianonane-2,8-dione in toluene and chloroform and: complexation of this reagent with platinum metals in aqueous acetone were studied by H-1 and C-13 NMR and IR spectroscopy. The possibility of extractive separation of palladium(II) from platinum(IV) and their separation from Cu(II), Ni(II), Co(II), Mn(H) and Fe(111) with solutions of 3,7-dimethyl-5-thianonane-2,8-dione in organic solvents was studied. The apparent concentration constants of extraction of palladium(II) and platinum(VI) with 3,7-dimethyl-5-thianonane-2,8-dione and the corresponding thermodynamic parameters were determined.
• Ulendeyeva; Bayeva; Lyapina, Petroleum Chemistry, 1997, vol. 37, # 2, p. 177 - 186
  作者：Ulendeyeva、Bayeva、Lyapina、Shmakov、Galkin

  DOI：——

  日期：——