2-(4-biphenyl)-5-[dimethyl(isothiocyanatomethyl)silyl]thiophene | 376393-42-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-biphenyl)-5-[dimethyl(isothiocyanatomethyl)silyl]thiophene
• 英文别名: [5-([1,1'-Biphenyl]-4-yl)thiophen-2-yl](isothiocyanatomethyl)dimethylsilane；isothiocyanatomethyl-dimethyl-[5-(4-phenylphenyl)thiophen-2-yl]silane
• CAS: 376393-42-9
• 化学式: C₂₀H₁₉NS₂Si
• 分子量: 365.595
• InChiKey: FDIVPYXPFPOKQF-UHFFFAOYSA-N

物化性质

• 沸点：
  505.1±50.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.64
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  72.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-dimethyl(chloromethyl)silylthiophene 在 正丁基锂 、 三丁基氯化锡 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 2-(4-biphenyl)-5-[dimethyl(isothiocyanatomethyl)silyl]thiophene
  参考文献：
  名称：

  Oligothiophene Isothiocyanates as a New Class of Fluorescent Markers for Biopolymers

  摘要：

  The regioselective synthesis of fluorescent oligothiophene isothiocyanates is described. The isothiocyanates were reacted with bovine serum albumin (BSA) following standard procedures and the optical properties of the oligothiophene-BSA conjugates were analyzed as a function of oligomer concentration, time, and irradiation power. The oligothiophene-BSA conjugates were chemically very stable and their photoluminescence characteristics persisted unaltered for several months. Photoluminescence data relative to the conjugate of an oligothiophene-S,S-dioxide isothiocyanate with monoclonal anti-CD8 antibody are reported. No fluorescence quenching was observed following the binding of the isothiocyanate to the antibody and the conjugate displayed high chemical stability and photostability.

  DOI：

  10.1021/ja011209v

文献信息

• Oligothiophene Isothiocyanates as a New Class of Fluorescent Markers for Biopolymers
  作者：Giovanna Barbarella、Massimo Zambianchi、Olga Pudova、Vanessa Paladini、Alfredo Ventola、Francesco Cipriani、Giuseppe Gigli、Roberto Cingolani、Gennaro Citro

  DOI：10.1021/ja011209v

  日期：2001.11.1

  The regioselective synthesis of fluorescent oligothiophene isothiocyanates is described. The isothiocyanates were reacted with bovine serum albumin (BSA) following standard procedures and the optical properties of the oligothiophene-BSA conjugates were analyzed as a function of oligomer concentration, time, and irradiation power. The oligothiophene-BSA conjugates were chemically very stable and their photoluminescence characteristics persisted unaltered for several months. Photoluminescence data relative to the conjugate of an oligothiophene-S,S-dioxide isothiocyanate with monoclonal anti-CD8 antibody are reported. No fluorescence quenching was observed following the binding of the isothiocyanate to the antibody and the conjugate displayed high chemical stability and photostability.