4-(2-苯基乙炔基)苯甲酰氯 | 25851-08-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(2-苯基乙炔基)苯甲酰氯
• 英文名称: 4-(phenylethynyl)benzoyl chloride
• 英文别名: Tolan-carbonsaeure-(4)-chlorid；Tolan-4-carbonsaeurechlorid；Benzoyl chloride, 4-(phenylethynyl)-；4-(2-phenylethynyl)benzoyl chloride
• CAS: 25851-08-5
• 化学式: C₁₅H₉ClO
• 分子量: 240.689
• InChiKey: NKCNPEOJYAQBMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(2-苯基乙炔基)苯甲酰氯 在 盐酸羟胺 、 sodium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 反应 4.0h， 生成 4-(phenylethynyl)-N-(pivaloyloxy)benzamide
  参考文献：
  名称：

  铑催化的C ？室温下芳烃的H炔基化

  摘要：

  公开了铑（III）催化的非电子活化芳烃的邻位CH炔基化反应。此过程的特点是用于合成官能化炔烃的直接有效的方法，代表了高价碘试剂与铑（III）催化合并的第一个示例。值得注意的是，该反应在室温下进行，耐受各种官能团，更重要的是，对单炔基化显示出高选择性。

  DOI：

  10.1002/anie.201309198
• 作为产物：
  描述：

  4-(苯乙炔基)苯乙酮 在 氯化亚砜 、 溴 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 反应 13.0h， 生成 4-(2-苯基乙炔基)苯甲酰氯
  参考文献：
  名称：

  Piperazine-2,3-dicarboxylic Acid Derivatives as Dual Antagonists of NMDA and GluK1-Containing Kainate Receptors

  摘要：

  Competitive N-methyl-D-aspartate receptor (NMDAR) antagonists bind to the GluN2 subunit, of which there are four types (GluN2A-D). We report that some N-1-substituted derivatives of cis-piperazine-2,3-dicarboxylic acid display improved relative affinity for GluN2C and GluN2D versus GluN2A and GluN2B. These derivatives also display subtype selectivity among the more distantly related kainate receptor family. Compounds 18i and (-)-4 were the most potent kainate receptor antagonists, and 18i was selective for GluK1 versus GluK2, GluK3 and AMPA receptors. Modeling studies revealed structural features required for activity at GluK1 subunits and suggested that S674 was vital for antagonist activity. Consistent with this hypothesis, replacing the equivalent residue in GluK3 (alanine) with a serine imparts 18i antagonist activity. Antagonists with dual GluN2D and GluK1 antagonist activity may have beneficial effects in various neurological disorders. Consistent with this idea, antagonist 18i (30 mg/kg ip) showed antinociceptive effects in an animal model of mild nerve injury.

  DOI：

  10.1021/jm201230z

文献信息

• Rh(III)-Catalyzed Redox-Neutral Annulation of Primary Benzamides with Diazo Compounds: Approach to Isoquinolinones
  作者：Youzhi Wu、Peng Sun、Kaifan Zhang、Tie Yang、Hequan Yao、Aijun Lin

  DOI：10.1021/acs.joc.5b02824

  日期：2016.3.4

  Reported herein is a Rh-catalyzed redox-neutral annulation of primary benzamides with diazo compounds, representing an efficient and economic protocol to isoquinolinones. The procedure exhibited good functional group tolerability, scalability, and regioselectivity, obviating the need for oxidants, and only environmentally benign N2 and H2O were released. Further utilization of the method provided an

  本文报道的是初级苯甲酰胺与重氮化合物的Rh催化氧化还原中性环化反应，代表了对异喹啉酮的有效和经济方案。该过程表现出良好的官能团耐受性，可伸缩性，和区域选择性，避免了对氧化剂的需要，并且只对环境无害Ñ 2和H 2 ö被释放。该方法的进一步利用为功能化的异喹啉提供了另一种途径。
• Visible-Light-Assisted Cobalt-2-(hydroxyimino)-1-phenylpropan-1-one Complex Catalyzed Pd/Cu-Free Sonogashira-Hagihara Cross-Coupling Reaction
  作者：Jin-Yi Song、Xuan Zhou、He Song、Yang Liu、Hong-Yan Zhao、Zhi-Zhong Sun、Wen-Yi Chu

  DOI：10.1002/cctc.201701253

  日期：2018.2.21

  An effective and inexpensive strategy for the Co(C9H9NO2)3 catalyzed Sonogashira–Hagihara cross‐coupling reaction of aryl bromides containing electron‐rich and electron‐poor substituents with terminal alkynes was demonstrated. The reaction proceeded smoothly in the presence of ethylene glycol as additive and K2CO3 as base in DMF under visible light illumination, and 23 alkyne products were afforded

  证明了一种有效且廉价的Co（C 9 H 9 NO 2）3催化Sonogashira–Hagihara交叉偶联反应的方法，该反应使含有富电子和贫电子取代基的芳基溴化物与末端炔烃反应。在乙二醇作为添加剂和K 2 CO 3的存在下，反应平稳进行在可见光照射下作为DMF的碱，提供了23种炔烃产品，收率中等至优异，其中包括4种新的二芳基乙炔。与高成本的钯催化剂相比，钴是一种廉价的催化剂，具有大量技术生产，并且无钯/无铜催化体系不仅提供了反应条件温和的高效工艺，而且还提高了底物基团的耐受性。
• Rapid, easy copper-free Sonogashira couplings using aryl iodides and activated aryl bromides
  作者：Nicholas E. Leadbeater、Bonnie J. Tominack

  DOI：10.1016/j.tetlet.2003.09.159

  日期：2003.11

  We present here an easy, rapid copper-free methodology for the Sonogashira coupling reaction. It works well for a range of aryl iodides and activated aryl bromides.

  我们在这里介绍一种用于Sonogashira偶联反应的简便，快速的无铜方法。它适用于各种芳基碘化物和活化的芳基溴化物。
• Multifunctional monomers and their use in making cross-linked polymers and porous films
  申请人：——

  公开号：US20040053033A1

  公开（公告）日：2004-03-18

  This invention is a monomer comprising at least two dienophile groups and at least two ring structures which ring structures are characterized by the presence of two conjugated carbon-to-carbon double bonds and the presence of a leaving group L, wherein L is characterized that when the ring structure reacts with a dienophile in the presence of heat or other energy sources, L is removed to form an aromatic ring structure. This invention is also curable oligomers and polymers and highly cross-linked polymers made with such monomers. Moreover, this invention is a method of making porous films by combining such monomers or their oligomers with a porogen, curing the polymer and removing the porogen.

  这项发明是一种单体，包含至少两个二烯基基团和至少两个环结构，其中环结构的特征是存在两个共轭的碳-碳双键和一个离去基团L，L的特征是当环结构在热或其他能源的存在下与二烯基发生反应时，L被去除形成芳香环结构。此外，此发明还涉及由这种单体制成的可固化低聚物和聚合物以及高度交联的聚合物。此外，此发明还涉及一种通过将这种单体或其低聚物与孔原体结合，固化聚合物并去除孔原体来制造多孔膜的方法。
• RESIN COMPOSITION, VARNISH, RESIN FILM AND SEMICONDUCTOR DEVICE USING THE SAME
  申请人：Fujita Kazuyoshi

  公开号：US20090118431A1

  公开（公告）日：2009-05-07

  A main object of the present invention is to provide a resin composition having high heat resistance and a low dielectric constant, a varnish thereof, a resin film thereof and a semiconductor device using the same. In the present invention, the object is achieved by a resin composition comprising a compound having a structure represented by formula (1) and a crosslinking agent: wherein in formula (1), R 0 is a single bond or has a structure represented by formula (2); R 1 to R 8 are respectively any of hydrogen, a group having an alicyclic structure, an organic group having 1 to 10 carbon atoms other than the group having an alicyclic structure, a hydroxyl group and a carboxyl group; and “X” is any of —O—, —NHCO—, —CONH—, —COO— and —OCO—; further, wherein in formula (2), “Ar” is an aromatic group; “Y” is any of a single bond —O—, —S—, —OCO— and —COO—; “q” is an integer of 1 or more; R 9 is hydrogen or an organic group having 1 or more carbon atoms and may be identical with or different from each other when “q” is an integer of 2 or more; at least one of R 1 to R 8 is the group having an alicyclic structure when R 0 is a single bond; at least one of R 1 to R 9 is the group having an alicyclic structure when R 0 has the structure represented by formula (2); and “*” and “**” represent a position to be bonded to a different chemical structure.

  本发明的主要目的是提供一种具有高耐热性和低介电常数的树脂组合物，其清漆，树脂膜以及使用该组合物的半导体器件。在本发明中，通过包括具有以下结构的化合物和交联剂的树脂组合物来实现该目标：其中在公式（1）中，R0是单键或具有以下结构的化合物（2）；R1到R8分别为氢、具有脂环结构的基团、具有1到10个碳原子的有机基团（不包括具有脂环结构的基团）、羟基和羧基中的任意一种；“X”是以下任意一种：—O—、—NHCO—、—CONH—、—COO—和—OCO—；此外，在公式（2）中，“Ar”是芳香族基团；“Y”是以下任意一种：单键—O—、—S—、—OCO—和—COO—；“q”是1或更多的整数；当“q”是2或更多的整数时，R9是氢或具有1个或更多碳原子的有机基团，并且可以相同或不同；当R0是单键时，R1到R8中至少有一个是具有脂环结构的基团；当R0具有以下结构的化合物（2）时，R1到R9中至少有一个是具有脂环结构的基团；“*”和“**”表示要与不同化学结构结合的位置。