methyl 2-(dodecylthio)acetate | 26139-10-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-(dodecylthio)acetate
• 英文别名: methyl 3-thiopentadecanoate；methyl n-dodecylthioacetate；Methyl 2-dodecylsulfanylacetate
• CAS: 26139-10-6
• 化学式: C₁₅H₃₀O₂S
• 分子量: 274.468
• InChiKey: HAUPQCQQWNSICX-UHFFFAOYSA-N

物化性质

• 沸点：
  347.8±25.0 °C(Predicted)
• 密度：
  0.934±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  18
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(dodecylthio)acetate 在 dimethyl sulfide borane 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 66.0h， 生成 硫化2-羟基乙基N-十二基
  参考文献：
  名称：

  硫发挥作用：新型硫醚官能化的咪唑鎓离子液晶的合成和介晶性质

  摘要：

  从2-巯基乙酸甲酯合成了新型硫醚连接的咪唑鎓离子液晶。通过差示扫描量热法（DSC），偏振光学显微镜（POM）和X射线衍射确定了介晶性质。所有的介晶均表现出具有强相互指状的双层结构的近晶A中间相几何形状。硫醚连接的咪唑鎓盐与相应的胺和酰胺连接的咪唑鎓盐以及简单的N-烷基咪唑鎓盐的比较表明，中间相宽度和稳定性均随着连接单元柔软度的增加而增加，从而表明了有益的作用。硫。另外，连接单元长度的增加减少了烷基链的叉指。

  DOI：

  10.1016/j.tet.2014.03.050
• 作为产物：
  描述：

  溴代十二烷 、 巯基乙酸甲酯 在 potassium carbonate 作用下， 以 二甲基亚砜 、 丙酮 为溶剂， 反应 48.0h， 以92%的产率得到methyl 2-(dodecylthio)acetate
  参考文献：
  名称：

  硫发挥作用：新型硫醚官能化的咪唑鎓离子液晶的合成和介晶性质

  摘要：

  从2-巯基乙酸甲酯合成了新型硫醚连接的咪唑鎓离子液晶。通过差示扫描量热法（DSC），偏振光学显微镜（POM）和X射线衍射确定了介晶性质。所有的介晶均表现出具有强相互指状的双层结构的近晶A中间相几何形状。硫醚连接的咪唑鎓盐与相应的胺和酰胺连接的咪唑鎓盐以及简单的N-烷基咪唑鎓盐的比较表明，中间相宽度和稳定性均随着连接单元柔软度的增加而增加，从而表明了有益的作用。硫。另外，连接单元长度的增加减少了烷基链的叉指。

  DOI：

  10.1016/j.tet.2014.03.050

文献信息

• Alkylthioalkanoyloxyalkyl and alkylthioalkyl substituted bis-hydantoin
  申请人：Ciba-Geigy Corporation

  公开号：US04125516A1

  公开（公告）日：1978-11-14

  Alkylthioalkanoyloxyalkyl and alkylthioalkyl derivatives of N-heterocyclic moieties are stabilizers for organic materials subject to oxidative, thermal and/or light induced deterioration. They are prepared by classical transesterification, oxirane ring opening and addition of mercaptan to olefin reactions. Typical embodiments are tris[2-(3-n-dodecythiopropionyloxy)ethyl isocyanurate] and 3-(3-n-dodecylthio-2-hydroxypropyl)-5,5-dimethylhydantoin. These compounds are used in conjunction with phenolic antioxidants to stabilize organic materials, particularly polyolefins and hydrocarbon compositions, against the deleterious effects of heat and oxygen and against discoloration.

  烷硫基烷酰氧基烷基和烷硫基烷基衍生物的N-杂环基团是有机材料的稳定剂，可以抵抗氧化、热降解和/或光诱导的恶化。它们通过经典的酯交换反应、环氧丙烷环开启和巯基添加到烯烃反应来制备。典型的实施例包括三[2-(3-正十二硫代丙酰氧基)乙基异氰酸酯]和3-(3-正十二硫代-2-羟基丙基)-5,5-二甲基咪唑烷酮。这些化合物与酚类抗氧化剂一起使用，以稳定有机材料，特别是聚烯烃和碳氢化合物，抵抗热氧化和氧化对其造成的有害影响，以及防止变色。
• Pentaerythritol co-esters
  申请人：MALLINCKRODT, INC.

  公开号：EP0250087A1

  公开（公告）日：1987-12-23

  Pentaerythritol co-esters derived from pentaery­thritol, (3-alkyl-4-hydroxyphenyl)-alkanoic acids or an analog thereof and alkylthioalkanoic acids or lower alkyl esters of such acids are useful as stabilizers of organic material normally susceptible to oxidative and/or thermal deterio­ration. The co-esters are advantageously prepared by transesterification of such esters with pentaerythritol. Preferred co-esters are (I) pentaerythritol tris[3-(3,5-­di-tert-butyl-4-hydroxyphenyl)propionate]-mono[3-n-do­decylthiopropionate] and (II) pentaerythritol bis[3-­(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]-bis[3-­n-dodecylthiopropionate). The co-esters are especially useful in stabilizing applications for which physical mixtures of (i) (3-alkyl-4-hydroxyphenyl)alkanoic acid esters of polyols with (ii) polyalkanol esters of alkylthioalkanoic acids have heretofore been proposed.

  由季戊四醇、（3-烷基-4-羟基苯基）-烷酸或其类似物以及烷硫基烷酸或此类酸的低级烷基酯衍生的季戊四醇共酯可用作通常易受氧化和/或热变质影响的有机材料的稳定剂。共酯的制备方法主要是将此类酯与季戊四醇进行酯交换反应。优选的共酯类有：(I) 季戊四醇三[3-(3,5-二叔丁基-4-羟基苯基)丙酸酯]-单[3-正十二烷基硫代丙酸酯]和 (II) 季戊四醇双[3-(3,5-二叔丁基-4-羟基苯基)丙酸酯]-双[3-正十二烷基硫代丙酸酯]。这些共酯在稳定应用方面特别有用，此前已经提出了 (i) (3- 烷基-4-羟基苯基)烷酸多元醇酯与 (ii) 烷硫基烷酸多元醇酯的物理混合物。
• A New Class of Antituberculosis Agents
  作者：Paul B. Jones、Nikki M. Parrish、Todd A. Houston、Anthony Stapon、Niharika P. Bansal、James D. Dick、Craig A. Townsend

  DOI：10.1021/jm000149l

  日期：2000.8.1

  Long-chain lipid envelopes are characteristic of mycobacteria such as those that cause tuberculosis and leprosy. Inhibition of fatty acid synthesis or elongation is a strategy demonstrated to be clinically effective against M. tuberculosis. A new class of compounds designed to inhibit the beta-ketoacyl synthase reaction of fatty acid synthesis has been developed. Of >30 compounds described, the most active were acetamides containing alkylsulfonyl substituents. Inhibitory activities were acutely sensitive to net charge, chain length, and degree of unsaturation. The most active compound 5 (alkyl = C-10) contained a single methylene spacer between the sulfone and carboxamide and exhibited an MIC of 0.75-1.5 mu g/mL, comparable to first-line antituberculosis drugs. These compounds are species-specific, exhibiting no significant activity against bacterial species other than M. tuberculosis and closely related strains. The synthesis, biological activity, and specificity of these compounds are described.
• ALKYL THIOETHER ETHYL HYDROXAMIC ACID BENEFICIATION REAGENT AND PREPARATION METHOD AND APPLICATION THEREOF
  申请人：CENTRAL SOUTH UNIVERSITY

  公开号：US20210276023A1

  公开（公告）日：2021-09-09

  An alkyl thioether ethyl hydroxamic acid beneficiation reagent and a preparation method and application thereof are provided. The alkyl thioether ethyl hydroxamic acid molecules have two functional groups, a thioether group and a hydroxamate group. The beneficiation reagent is obtained by esterification of alkyl thioether acetic acid and methanol and then by hydroxamation of hydroxylamine and an alkali. The alkyl thioether ethyl hydroxamic acid beneficiation reagent can be used as a collector for mineral flotation. The preparation method is simple and has a high yield. The thioether and hydroxamate group in the molecules have a synergistic effect and can effectively improve the collection performance.
• US4125516A
  申请人：——

  公开号：US4125516A

  公开（公告）日：1978-11-14