2-(methylthiomethyl)cyclohexan-1-one | 78594-02-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(methylthiomethyl)cyclohexan-1-one
• 英文别名: 2-(methylsulfanyl-methyl)-cyclohexanone；2-(Methylmercapto-methyl)-cyclohexanon；2-[(Methylsulfanyl)methyl]cyclohexanone；2-(methylsulfanylmethyl)cyclohexan-1-one
• CAS: 78594-02-2
• 化学式: C₈H₁₄OS
• 分子量: 158.265
• InChiKey: HBYZFWQKYGWPLK-UHFFFAOYSA-N

物化性质

• 沸点：
  113-114 °C(Press: 6 Torr)
• 密度：
  1.024±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(methylthiomethyl)cyclohexan-1-one 在 硫酸 、 双氧水 、 溶剂黄146 作用下， 以 水 为溶剂， 以97%的产率得到2-(methylsulfonylmethyl)cyclohexan-1-one
  参考文献：
  名称：

  Thio derivatives of cyclopentanone and cyclohexanone

  摘要：

  Mono-and bis(methylthiomethyl) substituted derivatives of cyclopentanone and cyclohexanone were obtained on the basis of natural methylmercaptan via the alkylthiomethylation of ketones, and these derivatives were converted into the corresponding gamma-hydroxysulfides and ketosulfones via reduction with sodium borohydride and oxidation with hydrogen peroxide, respectively.

  DOI：

  10.1134/s0965544108050101
• 作为产物：
  描述：

  1-吗啉基-1-环己烯 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 2-(methylthiomethyl)cyclohexan-1-one
  参考文献：
  名称：

  A Novel Method for the α-Phenylthiomethylation of Carbonyl Compounds

  摘要：

  DOI：

  10.1055/s-1981-29424

文献信息

• Stepwise controlled reduction of α-Oxoketene dithioacetals with Zn/ZnCl 2 -TMEDA in ethanol
  作者：K Mallik Yadav、Joghee R Suresh、Balaram Patro、Hiriyakkanavar Ila、Hiriyakkanavar Junjappa

  DOI：10.1016/0040-4020(96)00139-1

  日期：1996.3

  α-Oxoketene dithioacetals 1 are shown to undergo highly selective conjugate reduction with Zn/ZnCl2-TMEDA in refluxing ethanol under controlled reaction conditions to afford β-methylthiomethylene ketones 6, β-methylthioketones 7 and the completely desulphurized α-methylketones 8 in sequential manner.

  在控制的反应条件下，在回流的乙醇中，α-氧杂环丁烯二硫缩醛1与Zn / ZnCl 2 -TMEDA发生高度选择性的共轭还原，依次生成β-甲基硫代亚甲基酮6，β-甲基硫代酮7和完全脱硫的α-甲基酮8。 。
• α-Sulfenylalkylation of carbonyl compounds at the α-position via magnesium amide-induced enamine sulfenylalkylation with sulfoxides
  作者：Kazuhiro Kobayashi、Masataka Kawakita、Susumu Irisawa、Hideki Akamatsu、Kouji Sakashita、Osamu Morikawa、Hisatoshi Konishi

  DOI：10.1016/s0040-4020(98)83005-6

  日期：1998.3

  The reactions of enamines with sulfoxides bearing α-hydrogens in the presence of a magnesium amide, generated in situ from the reaction of ethylmagnesium bromide with diisopropylamine, afforded the corresponding α-sulfenylalkylated ketones and aldehydes in isolated yields ranging from 39 to 76%. This procedure was successfully extended to the bis(methylthio)methylation with methyl (methylthio)methyl

  烯胺与溴化亚乙基亚乙基溴化镁与二异丙胺的反应在原位生成的酰胺酰胺存在下，烯胺与带有α氢的亚砜的反应以分离的收率在39％至76％范围内提供了相应的α-亚磺酰基烷基化的酮和醛。该方法成功地扩展到用甲基（甲硫基）甲基亚砜进行双（甲硫基）甲基化。
• REACTIONS OF α-HETEROATOM-SUBSTITUTED ETHERS AND SULFIDES WITH SILYL ENOL ETHERS. CHEMOSELECTIVITY IN THE CLEAVAGE OF HETEROATOM–CARBON BONDS BY IODOTRIMETHYLSILANE AND TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE
  作者：Akira Hosomi、Yasuyuki Sakata、Hideki Sakurai

  DOI：10.1246/cl.1983.405

  日期：1983.3.5

  Reactions of α-heteroatom-substituted ethers and related compounds (R1R2CXY; X, Y = RO, RS and Cl) with silyl enol ethers and ketene silyl acetals took place in the presence of iodotrimethylsilane (Ia) and trimethylsilyl triflate (Ib) as a catalyst and factors influencing the activation of the heteroatom by I were examined.

  α-杂原子取代的醚和相关化合物（R1R2CXY；X，Y = RO，RS 和 Cl）与甲硅烷基烯醇醚和烯酮甲硅烷基缩醛的反应发生在碘三甲基硅烷 (Ia) 和三甲基甲硅烷基三氟甲磺酸酯 (Ib) 作为检查了催化剂和影响 I 对杂原子活化的因素。
• Boehme; Heller, Chemische Berichte, 1953, vol. 86, p. 443,448
  作者：Boehme、Heller

  DOI：——

  日期：——
• SUZUKI KUNIO; SEKIYA MINORU, SYNTHESIS, 1981, NO 4, 297-299
  作者：SUZUKI KUNIO、 SEKIYA MINORU

  DOI：——

  日期：——