(+)-Bis[(S)-2-Methylbutyl]disulfide | 38261-73-3

• 英文名称: (+)-Bis[(S)-2-Methylbutyl]disulfide
• 英文别名: (S,S)-bis-(2-methyl-butyl)-disulfane；(+)-(S,S)-Bis-(2-methylbutyl)-disulfid；(2S)-2-methyl-1-[[(2S)-2-methylbutyl]disulfanyl]butane
• CAS: 38261-73-3
• 化学式: C₁₀H₂₂S₂
• 分子量: 206.417
• InChiKey: DDNKMPMDSDMCCT-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4'-二溴-2,2'-并噻吩 、 (+)-Bis[(S)-2-Methylbutyl]disulfide 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.33h， 以26%的产率得到(+)-4,4'-Bis[(S)-2-methylbutylsulfanyl]-2,2'-bithiophene
  参考文献：
  名称：

  Synthesis and Spectroscopic and Electrochemical Characterisation of a Conducting Polythiophene Bearing a Chiralβ-Substituent: Polymerisation of (+)-4,4′-Bis[(S)-2-methylbutylsulfanyl]-2,2′-bithiophene

  摘要：

  A regioregular head-to-head/tail-to-tail poly(beta,beta'-disubstituted bithiophene) P1 was synthesised by chemical and electrochemical polymerisation of 2,2'-bithiophene that bears (S)-2-methylbutylsulfanyl chains in the beta and beta'-positions. The polymer was characterised by GPC, NMR and UV/Vis spectroscopy, CD, AFM and by electrochemical and conductivity measurements. The CD spectra of P1 in solutions in which poor solvents are present show interesting features and allow the presence of different optically active species to be distinguished. Upon varying the casting conditions of P1, different relative amounts of grainy and homogeneous aggregated phases were observed in AFM micrographies of films and corresponding negative or positive first Cotton effects were found in the CD spectra. AFM, CD and UV/Vis characterisations were also performed on an electrogenerated optically active polymer PE1. in order to make a comparison with the chemically synthesised one. The interesting, small band gap of P1 allows for easy p- and n-electrochemical doping.

  DOI：

  10.1002/1521-3765(20010202)7:3<676::aid-chem676>3.0.co;2-2
• 作为产物：
  描述：

  (S)-(+)-2-甲基溴丁烷 在 sodium hydroxide 、 三乙胺 作用下， 以 乙二醇二甲醚 、 乙醇 为溶剂， 反应 2.0h， 生成 (+)-Bis[(S)-2-Methylbutyl]disulfide
  参考文献：
  名称：

  Synthesis and Spectroscopic and Electrochemical Characterisation of a Conducting Polythiophene Bearing a Chiralβ-Substituent: Polymerisation of (+)-4,4′-Bis[(S)-2-methylbutylsulfanyl]-2,2′-bithiophene

  摘要：

  A regioregular head-to-head/tail-to-tail poly(beta,beta'-disubstituted bithiophene) P1 was synthesised by chemical and electrochemical polymerisation of 2,2'-bithiophene that bears (S)-2-methylbutylsulfanyl chains in the beta and beta'-positions. The polymer was characterised by GPC, NMR and UV/Vis spectroscopy, CD, AFM and by electrochemical and conductivity measurements. The CD spectra of P1 in solutions in which poor solvents are present show interesting features and allow the presence of different optically active species to be distinguished. Upon varying the casting conditions of P1, different relative amounts of grainy and homogeneous aggregated phases were observed in AFM micrographies of films and corresponding negative or positive first Cotton effects were found in the CD spectra. AFM, CD and UV/Vis characterisations were also performed on an electrogenerated optically active polymer PE1. in order to make a comparison with the chemically synthesised one. The interesting, small band gap of P1 allows for easy p- and n-electrochemical doping.

  DOI：

  10.1002/1521-3765(20010202)7:3<676::aid-chem676>3.0.co;2-2

文献信息

• Disulfide stereochemistry. Conformations and chiroptical properties of L-cystine derivatives
  作者：Jeremiah P. Casey、R. Bruce Martin

  DOI：10.1021/ja00772a036

  日期：1972.8