6-Methyl-[1,1'-biphenyl]-3-carbonitrile | 344334-03-8

• 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: 6-Methyl-[1,1'-biphenyl]-3-carbonitrile
• 英文别名: 4-methyl-3-phenylbenzonitrile
• CAS: 344334-03-8
• 化学式: C₁₄H₁₁N
• 分子量: 193.248
• InChiKey: PEUXSKIUODJNCT-UHFFFAOYSA-N

物化性质

• 沸点：
  331.9±21.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯基三甲氧基硅烷 、 3-溴-4-甲基苯甲腈 在 C₁₄H₁₈Br₂N₄Pd 、 sodium hydroxide 作用下， 以 乙二醇 为溶剂， 反应 1.0h， 生成 6-Methyl-[1,1'-biphenyl]-3-carbonitrile
  参考文献：
  名称：

  Suzuki–Miyaura and Hiyama coupling catalyzed by PEPPSI-type complexes with non-bulky NHC ligand

  摘要：

  Palladium PEPPSI-type complexes with small NHC ligand were applied as catalyst precursors in cross coupling reactions forming a wide range of non-symmetric biaryls with high yields. The recycling of the in situ formed palladium composite was successfully performed in 10 subsequent runs. Mechanistic studies confirmed a labile character of the N-ligands coordinated to palladium by ligand exchange monitored using H-1 NMR. The formation of Pd(0) NPs during the catalytic process was evidenced by TEM. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2016.03.022

文献信息

• [IL]2[PdCl4] complexes (IL=imidazolium cation) as efficient catalysts for Suzuki–Miyaura cross-coupling of aryl bromides and aryl chlorides
  作者：E. Silarska、A.M. Trzeciak、J. Pernak、A. Skrzypczak

  DOI：10.1016/j.apcata.2013.06.046

  日期：2013.9

  were also obtained in the Suzuki–Miyaura reaction of different aryl bromides and chlorides. For example, the conversion of 2-chlorotoluene was 71% at 70 °C. During the catalytic reaction, the formation of Pd(0) nanoparticles was evidenced by TEM. Mechanistic studies, including Hg(0) tests, showed that Pd(0) nanoparticles acted as a source of catalytically active soluble palladium species.

  发现[IL] 2 [PdCl 4 ]类型的钯配合物（IL =咪唑阳离子）是2-溴甲苯与苯基硼酸在2-丙醇或2-丙醇/中进行的Suzuki-Miyaura反应的非常活泼的催化剂。使用常规加热或微波作为加热源在40°C的水中加热。在2-丙醇中，[dmiop] 2 [PdCl 4 ]和[dmdim] [PdCl 4 ]的收率最高（89％和85％）（dmiop = 1,2-二甲基-3-丙氧基甲基咪唑鎓阳离子，dmdim ＝ 3，3′-[1，7-（2，6-二氧杂庚烷）]双（1,2-二甲基咪唑鎓）阳离子，其含有在C2碳上被甲基取代的阳离子。在水的存在下，所有[IL] 2 [PdCl 4]复合物产生约。90％的2-甲基联苯 在不同的芳基溴化物和氯化物的Suzuki-Miyaura反应中也获得了很好的结果。例如，在70℃下2-氯甲苯的转化率为71％。在催化反应过程中，TEM证实了Pd（0）纳米颗粒的形成。
• CONDENSED CYCLIC COMPOUND, COMPOSITION INCLUDING THE CONDENSED CYCLIC COMPOUND, AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING CONDENSED CYCLIC COMPOUND
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20190229276A1

  公开（公告）日：2019-07-25

  A condensed cyclic compound represented by Formula 1: wherein in Formula 1, Ar 11 , Ar 12 , R 11 , R 12 , R 13 , and R 14 are the same as described in the specification.

  由式1表示的一种紧凑的环状化合物：其中在式1中，Ar11、Ar12、R11、R12、R13和R14与规范中描述的相同。
• EWEN, G. D.;EL-DEEK, M. A. K.;SMITH, D. J. H.;TRIPPETT, S., J. CHEM. RES. SYNOP., 1983, N 1, 14-15
  作者：EWEN, G. D.、EL-DEEK, M. A. K.、SMITH, D. J. H.、TRIPPETT, S.

  DOI：——

  日期：——
• PYRENE-BASED COMPOUND AND ORGANIC LIGHT-EMITTING DIODE COMPRISING THE SAME
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US20140183468A1

  公开（公告）日：2014-07-03

  A pyrene-based compound and an organic light-emitting diode including the pyrene-based compound are provided. The pyrene-based compound of Formula 1 above may emit blue light having high color purity. For example, an organic light-emitting diode including the pyrene-based compounds of the invention may emit blue light having a y coordinate with a color purity of 0.1 or less, for example, a color purity of 0.09 or less, which is near to the NTSC or sRGB specification. A thin film including the pyrene-based compounds of the invention may be highly amorphous, and thus may have improved electrical stability. Accordingly, an organic light-emitting diode including the pyrene-based compounds of the invention may have improved lifetime characteristics.
• CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20170098780A1

  公开（公告）日：2017-04-06

  A condensed cyclic compound represented by Formula 1: wherein in Formula 1, Ar 1 and R 1 to R 8 are the same as described in the specification.