5-dimethyl(chloromethyl)silyl-3'',4''-dihexyl-2,2':5',2'':5'',2''':5''',2''''-quinquethiophene-1'',1''-dioxide | 385369-33-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5-dimethyl(chloromethyl)silyl-3'',4''-dihexyl-2,2':5',2'':5'',2''':5''',2''''-quinquethiophene-1'',1''-dioxide
• 英文别名: Chloromethyl-[5-[5-[3,4-dihexyl-1,1-dioxo-5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-dimethylsilane
• CAS: 385369-33-5
• 化学式: C₃₅H₄₃ClO₂S₅Si
• 分子量: 719.594
• InChiKey: LLDNEDYFOJZXMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.35
• 重原子数：
  44
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  128
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  二吡啶硫碳酸酯 、 5-dimethyl(chloromethyl)silyl-3'',4''-dihexyl-2,2':5',2'':5'',2''':5''',2''''-quinquethiophene-1'',1''-dioxide 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 5-dimethyl(isothiocyanatomethyl)silyl-3'',4''-dihexyl-2,2':5',2'':5'',2''':5''',2^ivn-quinquethiophene-1'',1''-dioxide
  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
• 作为产物：
  描述：

  2,2'-联二噻吩 在 正丁基锂 、 三丁基氯化锡 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 19.0h， 生成 5-dimethyl(chloromethyl)silyl-3'',4''-dihexyl-2,2':5',2'':5'',2''':5''',2''''-quinquethiophene-1'',1''-dioxide
  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