N-甲酰基-3-(三氟甲基)苯甲酰胺 | 348136-45-8

• 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: N-甲酰基-3-(三氟甲基)苯甲酰胺
• 英文名称: N-formyl-3-trifluoromethylbenzoylimide
• 英文别名: N-formyl-3-(trifluoromethyl)benzamide；N-formyl-m-trifluoromethylbenzimide；Benzamide, N-formyl-3-(trifluoromethyl)-
• CAS: 348136-45-8
• 化学式: C₉H₆F₃NO₂
• 分子量: 217.147
• InChiKey: DESJXVARIDKDNC-UHFFFAOYSA-N

物化性质

• 熔点：
  130-130.5 °C
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  二氧化碳 、 3-(三氟甲基)苯甲酰胺 在 苯硅烷 、 C₃₉H₄₇N₂ 作用下， 以 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 以49%的产率得到N-甲酰基-3-(三氟甲基)苯甲酰胺
  参考文献：
  名称：

  在环境条件下使用CO 2进行酰胺的无金属催化甲酰化

  摘要：

  这项研究报告了在环境条件下使用二氧化碳对酰胺进行无金属甲酰化的方法。异常N-杂环卡宾（一个NHC）充当酰胺在氢硅烷，在室温下存在下甲酰化的有效催化剂。这种方法学能够形成C–N键，可用于建立两个具有强大杀幼虫活性的天然产物（如alatamide和lansiumamide A）的核心部分。通过分离反应副产物（通过单晶X射线研究确认）以及通过光谱表征中间体，已经提出了用于该转变的初步机理图。

  DOI：

  10.1021/acscatal.8b04023

文献信息

• Synthesis of Primary Aromatic Amides by Aminocarbonylation of Aryl Halides Using Formamide as an Ammonia Synthon
  作者：Anita Schnyder、Matthias Beller、Gerald Mehltretter、Thomas Nsenda、Martin Studer、Adriano F. Indolese

  DOI：10.1021/jo015577t

  日期：2001.6.1

  Primary aromatic amides were prepared by a palladium-catalyzed aminocarbonylation reaction of aryl halides in high yields (70-90%) using formamide as the amine source. The reactions require a palladium catalyst in combination with a nucleophilic Lewis base such as imidazole or 4-(dimethylamino)pyridine (DMAP). Aryl, heteroaryl, and vinyl bromides and chlorides were converted to the primary amides under

  使用甲酰胺作为胺源，通过钯催化的芳基卤化物的氨基羰基氨基羰基化反应，可以高产率（70-90％）制备伯芳族酰胺。该反应需要钯催化剂与亲核的路易斯碱，例如咪唑或4-（二甲基氨基）吡啶（DMAP）结合。使用1 mol％的钯-膦配合物，在温和的条件下（5 bar，120摄氏度）将芳基，杂芳基和乙烯基溴化物和氯化物转化为伯酰胺。使用三苯基膦作为配体，以DMAP为碱，在二恶烷中获得最佳结果。对于活化的芳基溴化物，膦与钯之比为2：1足够，但是反应性较低的芳基溴化物或芳基氯化物要求配体与钯之比最高为8：1，才能稳定催化剂并实现完全转化。详细研究了催化剂，碱，溶剂，压力和温度的影响。可以通过分离和鉴定反应中间体来阐明反应机理。另外，使用N-甲基甲酰胺和N，N-二甲基甲酰胺作为胺源，通过相同的方法制备甲基酰胺和二甲基酰胺。
• Designing a Cr-catalyst bearing redox non-innocent phenalenyl-based ligand towards hydrosilylative CO₂ functionalization
  作者：Soumi Chakraborty、Arpan Das、Jasimuddin Ahmed、Sayani Barman、Swadhin K. Mandal

  DOI：10.1039/d0cc05348a

  日期：——

  A Cr(iii)-complex bearing a redox non-innocent ligand initiates SET mediated silylative functionalization of CO₂.

  一种携带氧化还原非无辜配体的Cr(iii)络合物引发了SET介导的CO₂硅基官能化反应。
• Synthesis of Unsymmetrical Aroyl Acyl Imides by Aminocarbonylation of Aryl Bromides
  作者：Anita Schnyder、Adriano F. Indolese

  DOI：10.1021/jo016076a

  日期：2002.1.1

  Aroyl imides were prepared by a palladium-catalyzed aminocarbonylation reaction of aryl bromides with carbon monoxide and primary amides in good yields (58-72%). The reactions were carried out under mild conditions (5 bar, 120 degreesC) using 1 mol % of a palladium phosphine complex. Several aryl bromides were reacted with formamide, acetamide, benzamide, and benzenesulfonamide, respectively. For activated aryl bromides, a phosphine-to-palladium ratio of 2:1 was sufficient, but less reactive aryl bromides required a ligand-to-palladium ratio of 6:1 in order to stabilize the catalyst and achieve full conversion. The imides were very sensitive to aqueous basic conditions and were easily converted to aroyl amides or benzoic acids.
• Optical compensation films having positive birefringence for liquid crystal display
  申请人：Zheng Xiaoliang Joe

  公开号：US20080239491A1

  公开（公告）日：2008-10-02

  A method for controlling positive birefringence in an optical compensation film (positive C-plate) having high positive birefringence throughout the wavelength range 400 nm<λ<800 nm is provided. The method includes selecting polymers with optically anisotropic subunits (OASUs) that exhibit the buttressing effect, wherein the OASUs may be disks, mesogens or aromatic rings substituted with birefringence enhancing substituents. The method further includes processing the polymer by solution casting to yield a polymer film with high birefringence without the need for stretching, photopolymerization, or other processes. These optical compensation films may be used in LCDs, particularly IPS-LCDs.
• Optical compensation films with disk groups for liquid crystal display
  申请人：Harris Frank W.

  公开号：US20080241428A1

  公开（公告）日：2008-10-02

  Optical compensation films (positive C-plate) with disk anisotropic subunits (OASUs) that have high positive birefringence throughout the wavelength range 400 nm<λ<800 nm are provided. The optical compensation films may be processed by solution casting to yield a polymer film with high birefringence without the need for stretching, photopolymerization, or other processes. Such optical compensation films are suitable for use as a positive C-plate in LCDs, particularly IPS-LCDs.