2,6-difluoro-N-phenylaniline | 95790-71-9

• 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: 2,6-difluoro-N-phenylaniline
• CAS: 95790-71-9
• 化学式: C₁₂H₉F₂N
• 分子量: 205.207
• InChiKey: CENFJISCCDXFSU-UHFFFAOYSA-N

物化性质

• 沸点：
  240.4±30.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-difluoro-N-phenylaniline 在 三氯化铝 作用下， 反应 18.0h， 生成 1-(2,6-Difluoro-phenyl)-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  Synthesis and quantitative structure-activity relationships of diclofenac analogs

  摘要：

  The synthesis of a series of 2-anilinophenylacetic acids, close analogues of diclofenac, is described. These compounds were tested in two models used for evaluating the activity of nonsteroidal antiinflammatory drugs (NSAID's), inhibition of cyclooxygenase enzyme activity in vitro, and adjuvant-induced arthritis (AdA) in rats. Statistically significant correlations were found between the inhibitory activities of the compounds in these two models, indicating that cyclooxygenase inhibition seems to be the underlying mechanism for the antiinflammatory activity of these compounds. Quantitative structure-activity relationship (QSAR) analysis revealed that the crucial parameters for activity in both models were the lipophilicity and the angle of twist between the two phenyl rings. Optimal activities were associated with halogen or alkyl substituents in both ortho positions of the anilino ring. Compounds with OH groups in addition to two ortho substituents or compounds with only one or no ortho substituents were less active.

  DOI：

  10.1021/jm00171a008
• 作为产物：
  描述：

  2-(2,6-Difluoroanilino)benzoic acid 生成 2,6-difluoro-N-phenylaniline
  参考文献：
  名称：

  ITO, YASUO;KATO, XIDEHO;KOGAVA, NOBUO;YAMAGISI, TEHRUSATO;KOSINAKA, EHJIT+

  摘要：

  DOI：

文献信息

• Synthesis of Di(hetero)arylamines from Nitrosoarenes and Boronic Acids: A General, Mild, and Transition-Metal-Free Coupling
  作者：Silvia Roscales、Aurelio G. Csákÿ

  DOI：10.1021/acs.orglett.8b00473

  日期：2018.3.16

  The synthesis of di(hetero)arylamines by a transition-metal-free cross-coupling between nitrosoarenes and boronic acids is reported. The procedure is experimentally simple, fast, mild, and scalable and has a wide functional group tolerance, including carbonyls, nitro, halogens, free OH and NH groups. It also permits the synthesis of sterically hindered compounds.

  据报道，通过亚硝基芳烃和硼酸之间的无过渡金属交叉偶联来合成二（杂）芳基胺。该方法实验上简单，快速，温和且可扩展，并且具有宽泛的官能团耐受性，包括羰基，硝基，卤素，游离的OH和NH基团。它还允许合成位阻化合物。
• Tuning J‐aggregate Formation and Emission Efficiency in Cationic Diazapentacenium Dyes
  作者：Ana Clara B. Rodrigues、Dario Wetterling、Ullrich Scherf、J. Sérgio Seixas de Melo

  DOI：10.1002/chem.202100123

  日期：2021.5.20

  Enhancement of the luminescence efficiency of two new diazapentacenium salts (D1 and D2) of more than 55 for D1 and 22 times for D2) in poor solvents, acetonitrile and/or dichloromethane, was observed and rationalized as formation of emissive J-aggregates. Both compounds displaying 4-n-decylphenyl substituents at the 7,14-carbons and phenyl (D1) or 2,6-difluorophenyl (D2) substituents at the quaternary

  两个新diazapentacenium盐（的发光效率提高D1和D2为超过55）D1和22倍D2在不良溶剂），乙腈和/或二氯甲烷，观察和合理化作为形成发射J-聚集的。两种化合物在7,14个碳原子上均显示4-正癸基苯基取代基，以及苯基（D1）或2,6-二氟苯基（D2）已通过两步程序合成了5,12位的季氮原子上的取代基，该程序涉及两倍的Buchwald-Hartwig型CN交叉偶联和亲电Friedel-Crafts型环化。通过稳态和时间分辨的吸收和光致发光光谱学研究了二氮杂戊氮鎓盐在各种溶剂和薄膜中的光学性质。在薄膜和优质溶剂中，孤立的分子与聚集体共存。尽管如此，D1的发射比D2高7倍，反映了前者中J聚合的贡献更大。
• ORGANIC ELECTROLUMINESCENCE DEVICE AND POLYCYCLIC COMPOUND FOR ORGANIC ELECTROLUMINESCENCE DEVICE
  申请人：Samsung Display Co., Ltd.

  公开号：US20220123214A1

  公开（公告）日：2022-04-21

  An organic electroluminescence device of an embodiment includes a first electrode, a hole transport region disposed on the first electrode, an emission layer disposed on the hole transport region, an electron transport region disposed on the emission layer, and a second electrode disposed on the electron transport region, wherein the emission layer includes a polycyclic compound represented by Formula 1, thereby exhibiting high emission efficiency.

  一种有机电致发光器件的实施例包括第一电极，设置在第一电极上的空穴传输区域，设置在空穴传输区域上的发射层，设置在发射层上的电子传输区域以及设置在电子传输区域上的第二电极，其中发射层包括由式子1表示的多环化合物，从而表现出高的发射效率。
• Polycyclic aromatic compound
  申请人：KWANSEI GAKUIN EDUCATIONAL FOUNDATION

  公开号：US20220037591A1

  公开（公告）日：2022-02-03

  A polycyclic aromatic compound represented by Formula (1) is provided by the invention: wherein A 11 ring, A 21 ring, A 31 ring, B 11 ring, B 21 ring, C 11 ring, and C 31 ring are an aryl or heteroaryl ring which may be substituted, Y 11 , Y 21 , Y 31 are B or the like, X 11 , X 12 , X 21 , X 22 , X 31 , X 32 are >O or >N—R, R in the above >N—R is an and which may be substituted or the like, R in the above >N—R or the like may be bonded to A 11 ring, A 21 ring, A 31 ring, B 11 ring, B 21 ring, C 11 ring, and/or C 31 ring by a linking group or a single bond; and at least one hydrogen in the compound represented by Formula (1) may be replaced with deuterium, cyano, or a halogen.
• [EN] COMPOUND AND COLORING RESIN COMPOSITION<br/>[FR] COMPOSÉ ET COMPOSITION DE RÉSINE COLORANTE<br/>[JA] 化合物及び着色樹脂組成物
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2019163732A1

  公开（公告）日：2019-08-29

  従来のスクアリリウム染料を含む着色樹脂組成物と比べてスクアリリウム染料の含有量が低い着色樹脂組成物の場合でも、同等の色度値を達成することができる新規なスクアリリウム染料を提供することを課題とする。　本発明は、式（Ｉ）で表される化合物に特徴を有する。［式（Ｉ）中、　Ｒ１～Ｒ４は、それぞれ独立に、水素原子等を表す。　Ｒ５～Ｒ８は、それぞれ独立に、水素原子等を表す。　Ｒ９及びＲ１０は、それぞれ独立に、炭素数１～２０の１価の飽和炭化水素基等を表す。　Ｒ１１及びＲ１２は、それぞれ独立に、ハロゲン原子又は炭素数１～６のハロゲン化アルキル基を表す。　ｍ１及びｍ２は、それぞれ独立に、１～５の整数を表す。］