2-溴吡咯 | 38480-28-3

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 中文名称: 2-溴吡咯
• 英文名称: 2-bromopyrrole
• 英文别名: 2-bromo-1H-pyrrole
• CAS: 38480-28-3
• 化学式: C₄H₄BrN
• 分子量: 145.986
• InChiKey: SAQAERNKMHATDZ-UHFFFAOYSA-N

物化性质

• 熔点：
  48-50 °C
• 沸点：
  210.8±13.0 °C(Predicted)
• 密度：
  1.739±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

安全信息

• 海关编码：
  2933990090
• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  2-溴吡咯 、 硝苯酚 在 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 11.0h， 以77%的产率得到2-(2-nitrophenoxy)-1H-pyrrole
  参考文献：
  名称：

  유기 전기 발광 소자용 발광 재료, 이를 이용한 유기 전기 발광 소자 및 유기 전기 발광 소자용 재료

  摘要：

  发光波长调节和发光效率优异的融合物化合物，其制备方法以及包含所述融合物化合物的有机电子器件。

  公开号：

  KR102201473B1
• 作为产物：
  描述：

  吡咯 在 偶氮二异丁腈 、 1,3-二溴-5,5-二甲基海因 作用下， 以 四氢呋喃 为溶剂， 反应 2.58h， 生成 2-溴吡咯
  参考文献：
  名称：

  融合 BODIPY 和褪黑激素神经激素的荧光配体的原始设计

  摘要：

  介绍了用于褪黑激素受体研究的荧光配体的原始设计和合成，包括内源性配体与荧光 BODIPY 核心的融合。探针I – IV对 MT 1和 MT 2褪黑激素受体显示出高亲和力，并显示出与细胞观察相容的荧光特性。

  DOI：

  10.1021/ml4004155

文献信息

• Antibacterial agents
  申请人：Warner-Lambertt Company

  公开号：US06057315A1

  公开（公告）日：2000-05-02

  Described are antibacterial agents of formula (I): X is O, S or N--R.sub.8 ; R.sub.1, R.sub.2, R.sub.3 and R.sub.8 are independently H, straight or branched alkyl of 1-6 carbons, cycloalkyl of 3-6 carbons, alkenyl or alkynyl of from 2 to 6 atoms, R heterocyclic ring of from 5-8 atoms with 1-3 heteroatoms as nitrogen, oxygen or sulfur, or phenyl, all of which rings may be optionally substituted up to 3 times by halogen, OR, NR.sub.2, NR'COR', CN, CO.sub.2 R' or CONR.sub.2 ', halogen, CN, CO.sub.2 R, COR, CON(R).sub.2, CON(R").sub.2, SR, SON, SCO.sub.2 R or SCON(R).sub.2 ; R.sub.4 is H, straight or branched alkyl of from 1-6 carbon atoms, alkenyl or alkynyl of from 2 to 6 atoms, heterocyclic ring of from 5-8 atoms with 1-3 heteroatoms as nitrogen, oxygen or sulfur or phenyl, all of which rings may be optionally substituted up to 3 times by halogen, OR, NR.sub.2, NR'COR', CN, CO.sub.2 R' or CONR.sub.2 ', halogen, CN, NO.sub.2, N(R).sub.2, NRCOR, NRCOR", COR, CO.sub.2 R, CON(R).sub.2, CON(R").sub.2, NRCON(R).sub.2, NRCO.sub.2 R; R.sub.5 is 1-6 straight or branched alkyl, a cycloalkyl of 3-6 carbons, alkenyl or alkynyl of from 2 to 6 atoms, heterocyclic ring of from 5-8 atoms with 1-3 heteroatoms as nitrogen, oxygen or sulfur or phenyl, all of which rings may be optionally substituted up to 3 times by halogen, OR, NR.sub.2, NR'COR', CN, CO.sub.2 R' or CONR.sub.2 ', halogen, OR, N(R).sub.2, NRCOR, NRCOR", COR, CON(R).sub.2, CON(R").sub.2, SR or SO.sub.2 R; R.sub.6, R.sub.7 are independently H, straight or branched alkyl of 1-6 carbons, cycloalkyl of 3-6 carbons, COR, COR", SO.sub.2 NR.sub.2, CONR.sub.2 and these may be optionally substituted by any of the groups listed for R.sub.5 ; R is H, straight or branched alkyl of 1-6 carbon atoms, cycloalkyl of from 3-6 carbon atoms, heterocyclic ring of from 5-8 atoms with 1-3 heteroatoms as nitrogen, oxygen or sulfur, or pheny, all of which may be optionally substituted by halogen, OR', NR'.sub.2, NR'COR', CN, CO.sub.2 R', CONR'.sub.2, R' is H, alkyl of from 1-3 carbon atoms or Ph; R" is part of a naturally occurring amino acid connected via an amide or acyl bond as determined by the formula; halogen is any one of fluoro, chloro, bromo or iodo; or a pharmaceutically acceptable salt.

  描述了化学式（I）的抗菌剂：X为O、S或N-R.sub.8；R.sub.1、R.sub.2、R.sub.3和R.sub.8独立地为H、1-6碳原子的直链或支链烷基、3-6碳原子的环烷基、2-6个原子的烯基或炔基、含有1-3个氮、氧或硫杂原子的5-8个原子的R杂环或苯基，所有这些环可以选择性地被卤素、OR、NR.sub.2、NR'COR'、CN、CO.sub.2 R'或CONR.sub.2'、卤素、CN、CO.sub.2 R、COR、CON(R).sub.2、CON(R").sub.2、SR、SON、SCO.sub.2 R或SCON(R).sub.2取代最多3次；R.sub.4为H、1-6碳原子的直链或支链烷基、2-6个原子的烯基或炔基、含有1-3个氮、氧或硫杂原子的5-8个原子的杂环或苯基，所有这些环可以选择性地被卤素、OR、NR.sub.2、NR'COR'、CN、CO.sub.2 R'或CONR.sub.2'、卤素、CN、NO.sub.2、N(R).sub.2、NRCOR、NRCOR"、COR、CO.sub.2 R、CON(R).sub.2、CON(R").sub.2、NRCON(R).sub.2、NRCO.sub.2 R取代最多3次；R.sub.5为1-6个直链或支链烷基、3-6碳原子的环烷基、2-6个原子的烯基或炔基、含有1-3个氮、氧或硫杂原子的5-8个原子的杂环或苯基，所有这些环可以选择性地被卤素、OR、NR.sub.2、NR'COR'、CN、CO.sub.2 R'或CONR.sub.2'、卤素、OR、N(R).sub.2、NRCOR、NRCOR"、COR、CON(R).sub.2、CON(R").sub.2、SR或SO.sub.2 R取代最多3次；R.sub.6、R.sub.7独立地为H、1-6碳原子的直链或支链烷基、3-6碳原子的环烷基、COR、COR"、SO.sub.2 NR.sub.2、CONR.sub.2，这些基团可以选择性地被R.sub.5列出的任何基团取代；R为H、1-6碳原子的直链或支链烷基、3-6碳原子的环烷基、含有1-3个氮、氧或硫杂原子的5-8个原子的杂环或苯基，所有这些基团可以选择性地被卤素、OR'、NR'.sub.2、NR'COR'、CN、CO.sub.2 R'、CONR'.sub.2取代，R'为H、1-3碳原子的烷基或苯基；R"是通过酰胺或酰基键连接的天然氨基酸的一部分，由公式确定；卤素是氟、氯、溴或碘中的任何一种；或者是药用可接受的盐。
• A11C-Methyl stannane(5-[11C]methyl-1-aza-5-stanna-bicyclo[3.3.3]undecane) for use in palladium-mediated[11C]C–C bond forming reactions with organohalides
  作者：Tobias Forngren、Linda Samuelsson、Bengt Långström

  DOI：10.1002/jlcr.798

  日期：2004.1

  The synthesis of a 11C-labelled methyl stannane, (5-[11C]methyl-1-aza-5-stanna-bicyclo[3.3.3]undecane (2)), and its use in palladium-mediated Stille reactions to form [11C]C–C bonds are described. Stannane 2 was synthesized from iodo[11C]methane, 5-chloro-1-aza-5-stanna-bicyclo[3.3.3]undecane 1 and butyl lithium in 20–90% decay-corrected radiochemical yield starting from iodo[11C]methane. Subsequent reaction with a series of substituted aryl and vinyl halides produced the corresponding [11C]methylated products 3–5 in up to 90% decay-corrected radiochemical yield from the crude 2. The total synthesis time, including purification, was 25–30 min from end of radionuclide production. Copyright © 2003 John Wiley & Sons, Ltd.

  报道了11C标记的甲基锡烷（5-[11C]甲基-1-氮-5-锡杂二环[3.3.3]十一碳烷（2））的合成及其在钯介导的Stille反应中形成[11C]C-C键的应用。锡烷2从碘[11C]甲烷、5-氯-1-氮-5-锡杂二环[3.3.3]十一碳烷1和丁基锂开始，经过衰变校正的放射化学产率为20-90%合成。随后与一系列取代的芳基和乙烯基卤化物反应，从粗产物2得到相应的[11C]甲基化产物3-5，经过衰变校正的放射化学产率高达90%。包括纯化在内的总合成时间为25-30分钟，从放射性核素生产结束开始。版权所有 © 2003 John Wiley & Sons, Ltd.
• Catalytic Asymmetric Hydrogenation of α-CF₃- or β-CF₃-Substituted Acrylic Acids using Rhodium(I) Complexes with a Combination of Chiral and Achiral Ligands
  作者：Kaiwu Dong、Yang Li、Zheng Wang、Kuiling Ding

  DOI：10.1002/anie.201307903

  日期：2013.12.23

  Only the mixture works! Acrylic acid derivatives with CF3 substituents in α or β position were efficiently hydrogenated in the presence of a RhI complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph3P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99 %) and high enantioselectivity (92–>99 %).

  只有混合物有效！在具有手性仲氧化膦（SPO；参见方案）和非手性Ph 3 P作为配体的Rh I络合物的存在下，在α或β位置具有CF 3取代基的丙烯酸衍生物被有效地氢化。相应的丙酸衍生物通常具有较高的转化率（> 99％）和高的对映选择性（92-> 99％）。
• Lewis Acid Catalyzed Highly Selective Halogenation of Aromatic Compounds
  作者：Hisashi Yamamoto、Yanhua Zhang、Kazutaka Shibatomi

  DOI：10.1055/s-2005-918919

  日期：——

  A simple and efficient procedure for the halogenation of aromatic compounds with NCS, NBS, NIS and NFSI in the presence of catalytic amount of ZrCl4 is described. Chlorination, bromination, iodination and fluorination of various aromatic compounds are performed with high selectivity under mild reaction conditions.

  描述了一种简单高效的芳香化合物卤化程序，该过程使用NCS、NBS、NIS和NFSI，并在催化量ZrCl4的存在下进行。各种芳香化合物的氯化、溴化、碘化和氟化在温和反应条件下具有很高的选择性。
• A versatile, modular synthesis of monofunctionalized BODIPY dyes
  作者：Volker Leen、Els Braeken、Kristof Luckermans、Carine Jackers、Mark Van der Auweraer、Noël Boens、Wim Dehaen

  DOI：10.1039/b906164a

  日期：——

  A careful choice of the pyrrole building blocks allows the synthesis of a wide range of monohalogenated BODIPY dyes with excellent reactivity in palladium catalyzed coupling reactions.

  仔细选择吡咯建筑块可以合成一系列单卤化的BODIPY染料，这些染料在钯催化的偶联反应中表现出优异的反应性。