1,1-bis(methylthiomethyl)propan-2-one | 219296-15-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-bis(methylthiomethyl)propan-2-one
• 英文别名: 4-methylsulfanyl-3-(methylsulfanylmethyl)butan-2-one
• CAS: 219296-15-8
• 化学式: C₇H₁₄OS₂
• 分子量: 178.32
• InChiKey: VNHVQLYHOPMCII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1-bis(methylthiomethyl)propan-2-one 在 羟胺 、 溶剂黄146 作用下， 以82%的产率得到1,1-bis(methylthiomethyl)propan-2-one 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：

  聚合甲醛 、 丙酮 、 sodium thiomethoxide 生成 1,1-bis(methylthiomethyl)propan-2-one
  参考文献：
  名称：

  Synthesis of unsaturated fulfides from 1,1-bis(methylthiomethyl)propan-2-one

  摘要：

  4-Hydroxymethyl-2-methyl-2-(1-methylthiomethyl)vinyl-1,3-dioxolane, 2-methyl-2-(1-methylthiomethyl)vinyl-1,3-dioxolane, and 3-methylthiomethyl-3-buten-2-one were synthesized from bis(methylthiomethyl)propan-2-one, including ketolization, and thiol elimination steps followed by acid hydrolysis. The synthesized compounds are of interest as biocides and intermediate products in organic synthesis.

  DOI：

  10.1134/s0965544107060060

文献信息

• Reaction of 3-(Alkylsulfanylmethyl)pentane-2,4-diones and 4-(Alkylsulfanyl)-3-(alkylsulfanylmethyl)butan-2-ones with Phenylhydrazine in the Presence of Zinc Chloride
  作者：L. A. Baeva、R. R. Gataullin

  DOI：10.1134/s1070428021070174

  日期：2021.7

  Abstract 3-[(Alkylsulfanyl)methyl]pentane-2,4-diones reacted with phenylhydrazine in the presence of zinc chloride to give the expected products, 4-[(alkylsulfanyl)methyl]-3,5-dimethyl-1-phenyl-1H-pyrazoles, together with 1-(3-methyl-1-phenyl-1H-pyrazol-4-yl)ethanone. The reaction of 3-[(alkylsulfanyl)methyl]-4-(alkylsulfanyl)butan-2-ones with phenylhydrazine under similar conditions afforded 3,4-

  摘要 3-[(烷基硫烷基)甲基]戊烷-2,4-二酮在氯化锌存在下与苯肼反应得到预期产物4-[(烷基硫烷基)甲基]-3,5-二甲基-1-苯基-1 H-吡唑，连同 1-(3-methyl-1-phenyl-1 H -pyrazol-4-yl)ethanone。3-[(烷基硫烷基)甲基]-4-(烷基硫烷基)丁-2-酮与苯肼在类似条件下反应得到3,4-二甲基-1-苯基-1H-吡唑作为主要产物。
• Ulendeeva; Baeva; Galkin, Petroleum Chemistry, 1998, vol. 38, # 3, p. 197 - 202
  作者：Ulendeeva、Baeva、Galkin、Vasil'eva、Lyapina

  DOI：——

  日期：——
• Condensation of acetylacetone with formaldehyde and thiols
  作者：L. A. Baeva、L. F. Biktasheva、A. A. Fatykhov、N. K. Lyapina

  DOI：10.1134/s1070428013090078

  日期：2013.9

  Acetylacetone reacted with formaldehyde and thiols in aqueous medium or in the presence of 0.1 equiv of sodium hydroxide to give the corresponding 3-[(alkylsulfanyl)methyl]pentane-2,4-diones which exist in solution as mixtures of diketone and enol tautomers. Four-component condensation of acetylacetone with formaldehyde, methanethiol, and sodium sulfide, depending on the reaction time, led to the formation of a mixture of 1,1-bis(methylsulfanylmethyl)propan-2-one with 1,1'-3-[(methylsulfanyl)methyl]tetrahydro-2H-thiopyran-3,5-diyl}diethanone or with 8-methyl-5-(methylsulfanylmethyl)-3-thiabicyclo[3.3.1]non-7-en-6-one.
• Synthesis of thiamono- and thiabicyclanes from sodium sulfide and methanethiolate
  作者：L. A. Baeva、A. D. Ulendeeva、O. V. Shitikova、N. K. Lyapina

  DOI：10.1007/s10593-010-0407-3

  日期：2009.10

  1-[5-Acetyl-3-(methylthiomethyl)tetrahydro-3-thiopyranyl]-1-ethanone was obtained by the interaction of sodium sulfide and sodium methanethiolate with formaldehyde and acetone. The intramolecular crotonate condensation of the product leads to 4-methyl-1-methylthiomethyl-7-thiabicyclo[3.3.1]non-3-en-2-one. The participation of 3-methylthiomethyl-3-buten-2-one in the formation of a thiamonocyclane is clarified. A probable scheme for the conversions is proposed.
• Ulendeeva; Baeva; Urazbaev, Petroleum Chemistry, 2002, vol. 42, # 2, p. 124 - 126
  作者：Ulendeeva、Baeva、Urazbaev、Lyapina

  DOI：——

  日期：——