5'-bromo-4'-dodecyl-2,2'-bithiophene-5-carbonitrile | 1220883-13-5

• 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'-bromo-4'-dodecyl-2,2'-bithiophene-5-carbonitrile
• 英文别名: 5-(5-Bromo-4-dodecylthiophen-2-yl)thiophene-2-carbonitrile
• CAS: 1220883-13-5
• 化学式: C₂₁H₂₈BrNS₂
• 分子量: 438.496
• InChiKey: KUVPUBNUGHEQEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5'-bromo-4'-dodecyl-2,2'-bithiophene-5-carbonitrile 、 丁二酸二乙酯 在 sodium tert-pentoxide 、 盐酸 作用下， 以 2-甲基-2-丁醇 、 甲醇 、 水 为溶剂， 反应 5.17h， 以59%的产率得到3,6-bis(5'-bromo-4'-dodecyl-2,2'-bithiophen-5-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties

  摘要：

  Herein we disclose an easily applicable method for the synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties, with different substituents on the nitrogen atoms (Me, n-octyl, 3,5-di-tert-butylbenzyl, Boc) and on the thiophene rings (C6H13, C12H25), in good yields and purities. A comparison is made between the previously described method from literature and our more efficient approach regarding number of steps, overall yields and ease of synthesis and purification. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.027
• 作为产物：
  描述：

  4'-dodecyl-2,2'-bithiophene-5-carbonitrile 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 以100%的产率得到5'-bromo-4'-dodecyl-2,2'-bithiophene-5-carbonitrile
  参考文献：
  名称：

  Synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties

  摘要：

  Herein we disclose an easily applicable method for the synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties, with different substituents on the nitrogen atoms (Me, n-octyl, 3,5-di-tert-butylbenzyl, Boc) and on the thiophene rings (C6H13, C12H25), in good yields and purities. A comparison is made between the previously described method from literature and our more efficient approach regarding number of steps, overall yields and ease of synthesis and purification. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.027

文献信息

• Synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties
  作者：Sara Stas、Sergey Sergeyev、Yves Geerts

  DOI：10.1016/j.tet.2010.01.027

  日期：2010.3

  Herein we disclose an easily applicable method for the synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties, with different substituents on the nitrogen atoms (Me, n-octyl, 3,5-di-tert-butylbenzyl, Boc) and on the thiophene rings (C6H13, C12H25), in good yields and purities. A comparison is made between the previously described method from literature and our more efficient approach regarding number of steps, overall yields and ease of synthesis and purification. (C) 2010 Elsevier Ltd. All rights reserved.