2-methyl-6-methylthiomethylphenol | 4526-40-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-methyl-6-methylthiomethylphenol
• 英文别名: 2-Methylmercaptomethyl-6-methyl-phenol；6-Methyl-2-methylmercaptomethyl-phenol；2-Methyl-6-thiomethoxymethyl-phenol；2-Methyl-6-methylthiomethyl-phenol；2-Methyl-6-thiomethoxymethylphenol；2-Methyl-6-(methylsulfanylmethyl)phenol
• CAS: 4526-40-3
• 化学式: C₉H₁₂OS
• 分子量: 168.26
• InChiKey: IEMQHSANHRUTQU-UHFFFAOYSA-N

物化性质

• 沸点：
  73 °C(Press: 0.03 Torr)
• 密度：
  1.114±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  2-methyl-6-methylthiomethylphenol 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 生成 2-Hydroxy-3-methylbenzylmethylsulfoxid
  参考文献：
  名称：

  芳氧基s阳离子的转化-Ⅱ：对位取代产物和苯并ath的起源

  摘要：

  在中度酸性介质中，与N，N'-二环己基碳二亚胺和二甲基亚砜反应后，将2,6-二甲基苯酚转化为其对硫代甲氧基甲基衍生物。除先前论文中所述的常规产品外，对邻-未取代的苯酚进行相似的处理也可得到少量的含有5,6-苯并-1,3-氧杂亚砜环系统的产品。1旨在阐明这些转化机制的研究与第二个oxathian环合成一起进行了描述。

  DOI：

  10.1016/s0040-4020(01)91631-x
• 作为产物：
  描述：

  N-(2,4-dinitro-phenyl)-S,S-dimethyl-sulfimide 、 邻甲酚 生成 2-methyl-6-methylthiomethylphenol
  参考文献：
  名称：

  s，s-二甲基-正-（2,4-二硝基苯基）亚硫亚胺的制备及反应

  摘要：

  通过在DMF中使用DMSO，2,4-二硝基苯胺和五氧化二磷以高收率制备了S，S-二甲基-N-（2,4-二硝基苯基）亚砜胺（4a），并讨论了DMF在该系统中的作用。该方法已成功应用于几种亚硫亚胺的合成。4a与质子化合物的反应显示出有趣的内酯交换反应。

  DOI：

  10.1016/0040-4020(78)87005-7

文献信息

• Reaction of phenols with t-butyl bromide–dimethyl sulphoxide. Methylthiomethylation versus bromination
  作者：Arnaldo Dossena、Rosangela Marchelli、Giuseppe Casnati

  DOI：10.1039/p19830001141

  日期：——

  t-Butyl bromide-activated dimethyl sulphoxide reacts with phenols to give either methylthiomethylation or bromination products. Several equilibria are shown to be simultaneously present in the system; however, by appropriate choice of several parameters (basicity, temperature, and reactant ratio) it is possible to drive the reaction selectively in one direction. A general discussion on the mechanism

  叔丁基溴化物活化的二甲基亚砜与酚反应生成甲硫基甲基化或溴化产物。系统中同时存在多个平衡点。然而，通过几个参数适当选择（碱度，温度，和反应物比），可以选择性地驱动所述反应在一个方向上。对这些反应的机理进行了一般性的讨论。
• Reaction of Dimethyl Sulfoxide–Trifluoroacetic Anhydride with Anilines, Phenols, and Thiophenols
  作者：Yuji Hiraki、Masahiro Kamiya、Rikuhei Tanikaga、Noboru Ono、Aritsune Kaji

  DOI：10.1246/bcsj.50.447

  日期：1977.2

  The reaction of dimethyl sulfoxide–trifluoroacetic anhydride complex with anilines, phenols, and thiophenols was studied, and the following results were obtained. (1) The yields of a methylthiomethylated product were improved with anilines. The reaction proceeded without significant amount of tar, the unreacted anilines being easily recovered. (2) Selective ortho-methylthiomethylation took place with

  研究了二甲基亚砜-三氟乙酸酐与苯胺、苯酚和苯硫酚的反应，得到以下结果。(1) 苯胺提高了甲硫基甲基化产物的产率。反应在没有大量焦油的情况下进行，未反应的苯胺很容易回收。(2) 酚类在较低温度下发生选择性邻甲硫基甲基化，产率较高，对甲硫基甲基化发生在较高温度。(3) 在室温下，苯硫酚的硫原子上的苯硫酚在一个简单的过程中发生了甲基硫代甲基化反应。
• A New Route to<i>o</i>-Methylthiomethylated Phenols by Use of<i>S</i>,<i>S</i>-Dimethylsulfilimines
  作者：Tamotsu Yamamoto、Makoto Okawara

  DOI：10.1246/bcsj.51.2443

  日期：1978.8

  As convenient intermediates to introduce methyl groups into the o-positions of phenols, o-methylthiomethylphenols (o-MTM-phenols) were prepared in high selectivity and moderate yield by the reaction of phenols with sulfilimines such as S,S-dimethyl-N-(2,4-dinitrophenyl)- and S,S-dimethyl-N-tosylsulfilimines.

  作为在苯酚邻位引入甲基的便捷中间体，邻甲硫甲基苯酚（o-MTM-苯酚）通过苯酚与硫亚胺（例如S,S-二甲基-N-）反应以高选择性和中等收率制备。 (2,4-二硝基苯基)-和S,S-二甲基-N-甲苯磺酰硫亚胺。
• Molecular Healing of Polymeric Materials, Coatings, Plastics, Elastomers, Composites, Laminates, Adhesives, and Sealants by Active Enzymes
  申请人：McDaniel C. Steven

  公开号：US20100210745A1

  公开（公告）日：2010-08-19

  Disclosed herein are polymeric materials such as a coating, a plastic, a laminate, a composite, an elastomer, an adhesive, or a sealant; a surface treatment such as a textile finish or a wax; a filler for such a polymeric material or a surface treatment that includes an enzyme such as an esterase (e.g., a lipolytic enzyme, a sulfuric ester hydrolase, an organophosphorus compound degradation enzyme), an enzyme (e.g., a lysozyme, a lytic transglycosylase) that degrades a cell wall and/or a cell membrane component, a biocidal or biostatic peotide, and/or a peptidase. Also disclosed herein are methods of altering a material's property such as service life, flexability, or rigidity, by incorporation of an enzyme into a material capable of being chemically crosslinked by the activity of a lipolytic enzyme, a hydrolase, and/or a urease.

  本文公开了一些聚合材料，如涂层、塑料、层压板、复合材料、弹性体、粘合剂或密封剂；一种表面处理，如纺织品涂层或蜡；一种填料，用于这样的聚合材料或表面处理，其中包括一种酶，如酯酶（例如，脂肪水解酶，硫酸酯水解酶，有机磷化合物降解酶），降解细胞壁和/或细胞膜成分的酶（例如，溶菌酶，裂解转糖基酶），生物杀菌或生物静态肽，以及/或肽酶。本文还公开了通过将酶纳入可通过脂肪水解酶、水解酶和/或脲酶的活性交联材料中来改变材料性能，如使用寿命、柔韧性或刚度的方法。
• Polymeric Coatings Incorporating Bioactive Enzymes for Catalytic Function
  申请人：McDaniel C. Steven

  公开号：US20120097194A1

  公开（公告）日：2012-04-26

  Disclosed herein are materials including a polymeric materials such as a coating, a plastic, a laminate, a composite, an elastomer, an adhesive, or a sealant; a surface treatment such as a coating, a textile finish or a wax; a filler for such a polymeric material or a surface treatment, which includes an enzyme such as an esterase (e.g., a lipolytic enzyme, an organophosphorus compound degradation enzyme), wherein the enzyme decontaminates a chemical from the surface of the material. Also disclosed herein are methods of cleaning a surface of a material that comprises an enzyme.

  本文公开了一种材料，包括聚合物材料，例如涂层、塑料、层压板、复合材料、弹性体、粘合剂或密封剂；表面处理，例如涂层、纺织品处理或蜡；用于上述聚合物材料或表面处理的填料，其中包括酶，例如酯酶（例如脂肪水解酶、有机磷化合物降解酶），其中酶可从材料表面去除化学物质。本文还公开了一种清洁含有酶的材料表面的方法。