3-bromo-2-trimethylstannylthiophene | 143584-41-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 3-bromo-2-trimethylstannylthiophene
• 英文别名: 2-trimethyltin-3-bromothiophene；(3-Bromothiophen-2-yl)-trimethylstannane
• CAS: 143584-41-2
• 化学式: C₇H₁₁BrSSn
• 分子量: 325.844
• InChiKey: HAQWMKUVGHMYHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-溴吡啶 、 3-bromo-2-trimethylstannylthiophene 在 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以35%的产率得到3-bromo-2-(4-pyridyl)thiophene
  参考文献：
  名称：

  Pyridine-Substituted Hydroxythiophenes. I. Preparation of o-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes.

  摘要：

  2-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes and 4-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes dagger have been prepared by hydrogen peroxide oxidation of the corresponding boronic esters. In the former case the boronic esters were obtained in three steps from 2,3-dibromothiophene via the corresponding 3-bromo-2-pyridylthiophenes synthesized by Pd(0)-catalyzed coupling between 3-bromo-2-trimethylstannylthiophene and the corresponding bromopyridines. In the latter case the known isomeric pyridylthiophenes were converted into the corresponding boronic esters in three steps via tribromo- and 3-bromo-4-pyridylthiophenes successively. 4-(3- and 4-pyridyl)thiophen-2(5H)-ones were also obtained in the syntheses of 4-(3- and 4-pyridyl)-3-hydroxythiophene. They are suggested to arise from rearrangement during the halogen-metal exchange. Spectroscopic investigations by H-1 NMR and IR show that these hydroxythiophene systems exist exclusively as enol forms.

  DOI：

  10.3891/acta.chem.scand.46-0654
• 作为产物：
  描述：

  3-溴噻吩 、 三甲基氯化锡 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 3-bromo-2-trimethylstannylthiophene
  参考文献：
  名称：

  헤테로환 화합물 및 이를 포함하는 유기 태양 전지

  摘要：

  本规范书涉及异芳烃化合物及其在有机太阳能电池中的应用。

  公开号：

  KR20150121661A

文献信息

• Pyridine-Substituted Hydroxythiophenes. I. Preparation of o-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes.
  作者：Salo Gronowitz、Yihua Zhang、Anna-Britta Hörnfeldt、Erik Högfeldt、P. Spielbüchler、Jørgen B. Pedersen、Povl Krogsgaard-Larsen

  DOI：10.3891/acta.chem.scand.46-0654

  日期：——

  2-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes and 4-(2-, 3- and 4-pyridyl)-3-hydroxythiophenes dagger have been prepared by hydrogen peroxide oxidation of the corresponding boronic esters. In the former case the boronic esters were obtained in three steps from 2,3-dibromothiophene via the corresponding 3-bromo-2-pyridylthiophenes synthesized by Pd(0)-catalyzed coupling between 3-bromo-2-trimethylstannylthiophene and the corresponding bromopyridines. In the latter case the known isomeric pyridylthiophenes were converted into the corresponding boronic esters in three steps via tribromo- and 3-bromo-4-pyridylthiophenes successively. 4-(3- and 4-pyridyl)thiophen-2(5H)-ones were also obtained in the syntheses of 4-(3- and 4-pyridyl)-3-hydroxythiophene. They are suggested to arise from rearrangement during the halogen-metal exchange. Spectroscopic investigations by H-1 NMR and IR show that these hydroxythiophene systems exist exclusively as enol forms.
• 헤테로환 화합물 및 이를 포함하는 유기 태양 전지
  申请人：LG CHEM, LTD. 주식회사 엘지화학(120010134563) Corp. No ▼ 110111-2207995BRN ▼107-81-98139

  公开号：KR20150121661A

  公开（公告）日：2015-10-29

  본 명세서는 헤테로환 화합물 및 이를 포함하는 유기 태양 전지에 관한 것이다.

  本规范书涉及异芳烃化合物及其在有机太阳能电池中的应用。