biphenyl-3,4-dicarbonitrile | 4128-63-6

• 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: biphenyl-3,4-dicarbonitrile
• 英文别名: 3,4-biphenyldicarbonitrile；4-phenyl-phthalonitrile；4-phenylphthalonitrile；3,4-dicyanobiphenyl；Biphenyl-3,4-dicarbonitril；(1,1'-biphenyl)-3,4-dicarbonitrile；4-phenylbenzene-1,2-dicarbonitrile
• CAS: 4128-63-6
• 化学式: C₁₄H₈N₂
• 分子量: 204.231
• InChiKey: JUADMLSCPADCEJ-UHFFFAOYSA-N

物化性质

• 熔点：
  161-162 °C
• 沸点：
  416.5±45.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  lutetium(III) formate 、 biphenyl-3,4-dicarbonitrile 以 neat (no solvent) 为溶剂， 以70%的产率得到lutetium octa-4-phenyldiphthalocyanine
  参考文献：
  名称：

  Tomilova, I. G.; Chernykh, E. V.; Gavrilov, V. I., Journal of general chemistry of the USSR, 1982, vol. 52, p. 2304 - 2308

  摘要：

  DOI：
• 作为产物：
  描述：

  4-硝基邻苯二甲酰胺 在 palladium on activated charcoal tris(dibenzylideneacetone)dipalladium (0) 、 氢气 、 三氟乙酸酐 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 吡啶 、 乙醇 、 硫酸 、 N,N-二甲基甲酰胺 为溶剂， -5.0~85.0 ℃ 、380.0 kPa 条件下， 反应 50.0h， 生成 biphenyl-3,4-dicarbonitrile
  参考文献：
  名称：

  An Application of the Stille Coupling for the Preparation of Arylated Phthalonitriles and Phthalocyanines.

  摘要：

  The substituted phthalonitriles 4-phenylphthalonitrile (2a), 4-(2,5-dimethoxyphenyl) phthalonitrile(2b) and 2-(3,4-dicyanophenyl)-4-methylpyridine(2c) have been prepared in good yields from 4-iodophthalonitrile 3, the synthesis of which is also discussed, using the Stille coupling method. Such phthalonitriles are precursors for phthalocyanines with the possibility of biphenyl-like orientation of a peripheral substituent with respect to the macrocycle ring plane. As an example, 2b was used in the preparation of tetra(dimethoxyphenyl)phthalocyanine 1a. Both 1a and the corresponding zinc(II) complex show good solubility in non-polar solvents such as dichloromethane.

  DOI：

  10.3891/acta.chem.scand.53-0714

文献信息

• Phthalocyanines Obtained from Phthalonitriles with Phenyl Derivatives: A New Method for the Synthesis of the Phthalonitriles by Use of Suzuki-Coupling Reaction
  作者：Tamotsu Sugimori、Satoru Okamoto、Naoko Kotoh、Makoto Handa、Kuninobu Kasuga

  DOI：10.1246/cl.2000.1200

  日期：2000.10

  Phthalocyanines peripherally introduced with four phenyl derivatives have been prepared from the corresponding phthalonitriles, which were obtained in high yields with Suzuki-Miyaura coupling. It was found that the substituent groups on the pc ring significantly affect the spectral properties and solubilities in chloroform.

  在苯环上引入四个苯衍生物的酞菁，通过Suzuki-Miyaura偶联反应，从相应的邻苯二腈中制备得到，产率很高。研究发现，酞菁环上的取代基对吸收光谱特性和在氯仿中的溶解度有显著影响。
• Melanin concentrating hormone antagonists
  申请人：Hu Eric Xiufeng

  公开号：US20050075324A1

  公开（公告）日：2005-04-07

  The present invention relates to compounds capable of serving as moderators of human and mammalian appetite and as such provides a means for reducing body mass. The compounds of the present invention are selective against melanin concentrating hormone and do not have the pernicious side effects resulting from compounds which interact with other appetite related brain receptors.

  本发明涉及能够作为人类和哺乳动物食欲调节剂的化合物，从而提供了一种减少体重的手段。本发明的化合物对黑色素浓缩激素具有选择性，并且不具有与与其他食欲相关的脑受体相互作用的化合物导致的有害副作用。
• Palladium catalyzed cyanation of o-dichloroarenes with potassium hexacyanoferrate(ii)
  作者：E. A. Savicheva、V. P. Boyarskiy

  DOI：10.1007/s11172-012-0141-3

  日期：2012.5

  Cyanation of o-dichloroarenes with potassium hexacyanoferrate(ii) catalyzed by Pd(OAc)2/PPh3 system gave the corresponding phthalodinitriles in moderate yields. The method of competitive reactions revealed that activation rate of chloroarenes by Pd-catalyst increased in the presence of the electron-withdrawing groups in the arene core.

  用六氰基铁(II)钾对邻二氯芳烃进行氰化反应，且以Pd(OAc)2/PPh3体系催化，得到了相应的苯二腈，产率为中等水平。竞争反应的结果表明，存在电子吸引基团时，Pd催化剂对氯芳烃的活化速率提高。
• Hetero Diels-Aler reactions of 4,5-dicyanopyridazine with alkenes
  作者：Stefania Turchi、Donatella Giomi、Caterina Capaccioli、Rodolfo Nesi

  DOI：10.1016/s0040-4020(97)00737-0

  日期：1997.8

  The behaviour of the title compound 1 with some linear and cyclic olefins has been investigated. Except for the reaction with diphenylcyclopropenone 22, affording 24 and 26 through cyclization processes of the primary Michael adduct 23, a remarkable reactivity as azadiene was observed. The structures of the resulting dicyanocyclohexa-1,3-dienes, aromatic phthalonitriles, and polycyclic bis-adducts

  已经研究了标题化合物1与一些直链和环状烯烃的行为。除了与diphenylcyclopropenone反应22，得到24和26通过主迈克尔的环化过程中加合物23中，观察到显着的反应性氮杂二烯。根据光谱数据建立了所得的二氰基环己-1,3-二烯，芳族邻苯二甲腈和多环双加合物的结构。
• CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20170025620A1

  公开（公告）日：2017-01-26

  A condensed cyclic compound represented by Formula 1: wherein, in Formula 1, X 1 to X 8 , X 11 to X 18 , Y 11 , and Z 11 to Z 14 are the same as described in the specification.

  由下式表示的简化环化合物： 在式1中，X1至X8，X11至X18，Y11，以及Z11至Z14与规范中描述的相同。