2,5-dimethyl-3-(ethylthio)thiophene | 6522-18-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,5-dimethyl-3-(ethylthio)thiophene
• 英文别名: 3-(ethylthio)-2,5-dimethylthiophene；3-Ethylmercapto-2,5-dimethylthiophen；3-Ethylsulfanyl-2,5-dimethylthiophene
• CAS: 6522-18-5
• 化学式: C₈H₁₂S₂
• 分子量: 172.315
• InChiKey: YSUDCHFZHFDYFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-甲硫基噻吩 、 碘甲烷 在 正丁基锂 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 以84%的产率得到2,5-dimethyl-3-(ethylthio)thiophene
  参考文献：
  名称：

  金属化反应。XXXVI。（甲硫基）-和（甲磺酰基）噻吩金属化的研究

  摘要：

  甲硫基和甲基磺酰基噻吩可通过正丁基锂和超碱（LICKOR）一步一步进行多金属化。2-（甲硫基）噻吩在5中和在α与甲硫基硫原子上被双金属双金属化。3-（甲硫基）噻吩被有机锂在2和5位上双金属化，并在这两个位置被三金属化，并通过超碱在硫醚醚硫原子的α处被三金属化。3-（甲基磺酰基）噻吩通过有机锂在2中和在磺酰基硫原子的α中被双金属化，而2-（甲基磺酰基）噻吩在相同条件下进行降解。

  DOI：

  10.1002/jhet.5570440316

文献信息

• One-Step Polyfunctionalization of (Methylthio)thiophenes
  作者：Claudia Fattuoni、Michele Usai、Maria Cabiddu、Enzo Cadoni、Stefania De Montis、Salvatore Cabiddu

  DOI：10.1055/s-2006-950303

  日期：2006.11

  The one-step polyfunctionalization of 2- and 3-(methylthio)thiophenes was investigated. Direct polymetalation with superbases followed by quenching with an appropriate electrophile led to 2,αS-disubstituted derivatives starting from 2-(methylthio)thiophene, and 2,5,αS-trisubstituted derivatives starting from 3-(methylthio)thiophene.

  研究了2-和3-(甲硫基)噻吩的一步多官能化。用超碱直接多金属化，然后用合适的亲电试剂淬灭，得到从 2-(甲硫基)噻吩开始的 2,αS-二取代衍生物和从 3-(甲硫基)噻吩开始的 2,5,αS-三取代衍生物。
• Process for substituted polythiophene polymers
  申请人：Rieke Reuben

  公开号：US20080188637A1

  公开（公告）日：2008-08-07

  An improved process for preparing regioregular substituted polythiophenes is described where a substituted thiophene having at least two leaving groups is treated with an organomagnesium halide followed by zinc chloride or bromide and the resulting reaction mixture in solution is polymerized with a Ni(II) catalyst.
• PROCESS FOR SUBSTITUTED POLYTHIOPHENE POLYMERS
  申请人：Rieke Reuben

  公开号：US20090253893A1

  公开（公告）日：2009-10-08

  An improved process for preparing regioregular substituted polythiophenes is described where a substituted thiophene having at least two leaving groups is treated with an organomagnesium halide followed by zinc chloride or bromide and the resulting reaction mixture in solution is polymerized with a Ni(II) catalyst.
• PROCESS FOR PREPARATION OF REGIOREGULAR POLY(3-SUBSTITUTED-THIOPHENE)
  申请人：Rieke Reuben

  公开号：US20100004423A1

  公开（公告）日：2010-01-07

  The invention provides a method of preparing regioregular HT poly(3-substituted-thiophene). The method includes contacting a 3-substituted-thiophene-metal complex with a manganese(II) halide to provide a 3-substituted-thiophene-manganese complex; and contacting the thiophene-manganese complex with a nickel(II) catalyst to provide the regioregular HT poly(3-substituted-thiophene). The substitution at the 3-position can be a variety of different groups. Additionally, unsubstituted and 3,4-disubstituted polythiophenes can also be prepared by the method. Electronic devices can be made using the polymers prepared as described herein.
• PROCESS FOR PREPARATION OF CONDUCTING POLYMERS
  申请人：Rieke Reuben D.

  公开号：US20100206613A1

  公开（公告）日：2010-08-19

  Methods of preparing conducting polymers and the conductive polymers prepared therefrom are provided. Electronic devices can be made using the polymers prepared as described herein. A method of preparing a conducting polymer is disclosed comprising: combining a di(C 2 -C 12 )alkyl metal reagent together with a first dihalo-monomer and an optional second dihalo-monomer to form a monomer-metal complex; and combining the monomer-metal complex together with a metal catalyst to provide the conducting polymer, wherein each dihalo-monomer is independently an aromatic or heteroaromatic group substituted by two halogens wherein the halogens are the same or different.