8-溴噌啉 | 67888-34-0

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 8-溴噌啉
• 英文名称: 8-bromocinnoline
• 英文别名: 8-bromo-cinnoline；8-Bromcinnolin
• CAS: 67888-34-0
• 化学式: C₈H₅BrN₂
• 分子量: 209.045
• InChiKey: GBTBZBUOFBLWOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

反应信息

• 作为产物：
  描述：

  噌啉 在 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex 、 zinc(II) chloride 、 溴 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 3.0h， 以46%的产率得到8-溴噌啉
  参考文献：
  名称：

  TMP–Magnesium and TMP–Zinc Bases for the Regioselective Metalation of the Cinnoline Scaffold

  摘要：

  A regioselective functionalization of cinnolines in positions 3 and 8 using metalations has been developed. This involves either the use of a frustrated Lewis pair consisting of BF3 center dot Et2O and TMP2Mg center dot 2LiCl or the in situ generated base TMP2Zn center dot 2MgCl(2)center dot 2LiCl. Successive metalations allow the preparation of 3,8-disubstituted cinnolines. Various functionalizations by acylation, allylation, and cross-coupling reactions with aryl halides or alkenyl iodides were carried out successfully.

  DOI：

  10.1021/ol5001999

文献信息

• Pyridazine-modified ziegler-natta catalyst system
  申请人：Nagy Sandor

  公开号：US20110082270A1

  公开（公告）日：2011-04-07

  A modified Ziegler-Natta catalyst system, a method for preparing the catalyst system, and a process for polymerizing an olefin in the presence of the catalyst system are disclosed. The catalyst system comprises a titanium or vanadium compound, an aluminum compound, and a pyridazine. Improved properties such as increased molecular weight and narrowed molecular weight distribution are obtained.
• TMP–Magnesium and TMP–Zinc Bases for the Regioselective Metalation of the Cinnoline Scaffold
  作者：Thomas Klatt、Daniela Sustac Roman、Thierry León、Paul Knochel

  DOI：10.1021/ol5001999

  日期：2014.2.21

  A regioselective functionalization of cinnolines in positions 3 and 8 using metalations has been developed. This involves either the use of a frustrated Lewis pair consisting of BF3 center dot Et2O and TMP2Mg center dot 2LiCl or the in situ generated base TMP2Zn center dot 2MgCl(2)center dot 2LiCl. Successive metalations allow the preparation of 3,8-disubstituted cinnolines. Various functionalizations by acylation, allylation, and cross-coupling reactions with aryl halides or alkenyl iodides were carried out successfully.