3-[2-(4-Bromo-benzyloxy)-ethyl]-thiophene | 212262-18-5

• 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: 3-[2-(4-Bromo-benzyloxy)-ethyl]-thiophene
• 英文别名: 3-[2-[(4-Bromophenyl)methoxy]ethyl]thiophene
• CAS: 212262-18-5
• 化学式: C₁₃H₁₃BrOS
• 分子量: 297.216
• InChiKey: YAINHJKSAJWOAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-[2-(4-Bromo-benzyloxy)-ethyl]-thiophene 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成 p-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl 3-thienylethyl ether
  参考文献：
  名称：

  New Boronic-Acid- and Boronate-Substituted Aromatic Compounds as Precursors of Fluoride-Responsive Conjugated Polymer Films

  摘要：

  DOI：

  10.1002/(sici)1099-0690(200005)2000:9<1703::aid-ejoc1703>3.0.co;2-s
• 作为产物：
  描述：

  对甲硫基苯甲醇 在 potassium tert-butylate 、 triphenylphosphine dibromide 1:1 addition complex 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 6.17h， 生成 3-[2-(4-Bromo-benzyloxy)-ethyl]-thiophene
  参考文献：
  名称：

  Chemical synthesis at solid interfaces. On the use of conducting polythiophenes equipped of adequate linkers allowing a facile and highly selective cathodic SN bond scission with a fully regenerating resin process

  摘要：

  Electrogenerated polythiophenes were evaluated as;Merrifield-like resins for the anchoring of amine functions together with deprotection processes. Suitable linkers were terminated with a fully regenerable aromatic sulfonamide moiety. The S-N bond was cleaved to liberate the amine with high selectivity under very mild conditions by cathodic means with amine liberation. Moreover a facile recycling process of the resin allows the further grafting of various amine functions. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00580-8

文献信息

• New Boronic-Acid- and Boronate-Substituted Aromatic Compounds as Precursors of Fluoride-Responsive Conjugated Polymer Films
  作者：Mael Nicolas、Bruno Fabre、Gilles Marchand、Jacques Simonet

  DOI：10.1002/(sici)1099-0690(200005)2000:9<1703::aid-ejoc1703>3.0.co;2-s

  日期：2000.5
• Chemical synthesis at solid interfaces. On the use of conducting polythiophenes equipped of adequate linkers allowing a facile and highly selective cathodic SN bond scission with a fully regenerating resin process
  作者：J.F. Pilard、G. Marchand、J. Simonet

  DOI：10.1016/s0040-4020(98)00580-8

  日期：1998.8

  Electrogenerated polythiophenes were evaluated as;Merrifield-like resins for the anchoring of amine functions together with deprotection processes. Suitable linkers were terminated with a fully regenerable aromatic sulfonamide moiety. The S-N bond was cleaved to liberate the amine with high selectivity under very mild conditions by cathodic means with amine liberation. Moreover a facile recycling process of the resin allows the further grafting of various amine functions. (C) 1998 Elsevier Science Ltd. All rights reserved.