p-Phthalimido-benzophenon | 40101-60-8

• 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: p-Phthalimido-benzophenon
• 英文别名: 2-(4-Benzoylphenyl)isoindole-1,3-dione
• CAS: 40101-60-8
• 化学式: C₂₁H₁₃NO₃
• 分子量: 327.339
• InChiKey: MWSPTCKWCIKSHR-UHFFFAOYSA-N

物化性质

• 熔点：
  179-181 °C(Solv: benzene (71-43-2))
• 沸点：
  542.9±52.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  p-Phthalimido-benzophenon 、 alkaline earth salt of/the/ methylsulfuric acid 生成 4-氨基二苯甲酮 、 邻苯二甲酸
  参考文献：
  名称：

  Doebner, Justus Liebigs Annalen der Chemie, 1881, vol. 210, p. 267

  摘要：

  DOI：
• 作为产物：
  描述：

  pthalic anhydride 在 三氯化铝 、 sodium azide 作用下， 以 水 、 丙酮 为溶剂， 反应 1.5h， 生成 p-Phthalimido-benzophenon
  参考文献：
  名称：

  Fahmy, A. F. M.; Aly, N. F.; Mohamed, M. M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 308 - 311

  摘要：

  DOI：

文献信息

• A Bifunctional Iron Nanocomposite Catalyst for Efficient Oxidation of Alkenes to Ketones and 1,2-Diketones
  作者：Tao Song、Zhiming Ma、Peng Ren、Youzhu Yuan、Jianliang Xiao、Yong Yang

  DOI：10.1021/acscatal.9b05197

  日期：2020.4.17

  sites of Fe–Nx and Fe phosphate, as oxidation and Lewis acid sites, were simultaneously integrated into a hierarchical N,P-dual doped porous carbon. As a bifunctional catalyst, it exhibited high efficiency for direct oxidative cleavage of alkenes into ketones or their oxidation into 1,2-diketones with a broad substrate scope and high functional group tolerance using TBHP as the oxidant in water under

  我们在此报告了一种双功能铁纳米复合催化剂的制备，其中两个Fe–N x催化活性位点磷酸铁和铁的氧化位和路易斯酸位同时被整合到一个分层的N，P-双掺杂多孔碳中。作为一种双功能催化剂，它具有良好的催化作用，可在较温和的反应条件下使用TBHP作为氧化剂，将烯烃直接氧化裂解为酮或将其氧化为1,2-二酮，具有广泛的底物范围，并具有较高的官能团耐受性。此外，可以很容易地将其回收以进行后续回收，而不会造成明显的活性损失。机理研究表明，烯烃的直接氧化是通过形成环氧化物作为中间体，然后进行酸催化的Meinwald重排而产生的，该酮的碳原子短了一个或亲核开环，从而以级联方式生成1,2-二酮。
• Hypolipidemic activity of phthalimide derivatives. 2. N-Phenylphthalimide and derivatives
  作者：James M. Chapman、P. Josee Voorstad、George H. Cocolas、Iris H. Hall

  DOI：10.1021/jm00356a022

  日期：1983.2

  A series of substituted N-phenylphthalimide derivatives was synthesized and examined for their ability to lower serum cholesterol and triglyceride levels in mice at 20 (mg/kg)/day, ip. Of the newly synthesized compounds, the most potent compound, o-(N-phthalimido)acetophenone, lowered serum cholesterol 57% after 16 days and lowered serum triglyceride levels 44% after 14 days. o-(N-Phthalimido)acetophenone was observed to be active in both normogenic (normal blood lipids levels) and hyperlipidemic mice and normogenic rats. In the latter, the reduction of serum lipids was reversible. The mode of this compound appeared to be multiple, including blockage of the de novo synthesis of lipids and acceleration of the excretion of lipids. The lipoprotein fractions of rat blood were reduced significantly in cholesterol, triglyceride, and neutral lipid content after 14 days treatment with o-(N-phthalimido)acetophenone.
• High-triplet-level phthalimide based acceptors for exciplexes with multicolor emission
  作者：Marian Chapran、Roman Lytvyn、Corentin Begel、Gabriela Wiosna-Salyga、Jacek Ulanski、Marharyta Vasylieva、Dmytro Volyniuk、Przemyslaw Data、Juozas Vidas Grazulevicius

  DOI：10.1016/j.dyepig.2018.11.022

  日期：2019.3

  To provide high exciton utilization in organic light emitting diodes, phthalimide derivatives were designed and synthesized as exciplex-forming materials. Due to high triplet levels (2.92-3.11 eV) and ionization potentials (7.18-7.29 eV), the developed phthalimide derivatives were found to be not only appropriate accepting materials for the formation of different color exciplexes but also as bifunctional materials with a satisfactory hole and exciton-blocking abilities. Solid-state blends of the synthesized phthalimides as acceptors and a carbazole containing donors showed exciplex emission. Bimolecular blends exhibited multicolor exciplex emission which covered a visible spectrum from sky-blue to red colors, depending on the donor used. However, the photoluminescence quantum efficiencies of the studied exciplex-forming systems were found to be sensitive to the molecular design of the phthalimides. Acceptor with para-substituted phthalimide showed better exciplexforming properties in comparison to other compounds. Exciplex-forming blend of (2-(4-benzoylphenyl)iso-indoline-1,3-dione) as an acceptor and 1,3-di(9H-carbazol-9-yl)benzene (mCP) as a donor showed the most efficient sky-blue emission with small singlet-triplet splitting (0.06 +/- 0.03eV). Such exciplex-forming molecular mixture was implemented as the light-emitting material in the sky-blue organic light emitting diodes which showed the brightness of 2500 cd m(-2) and maximum external quantum efficiency of 2.9% due to the employment of both singlet and triplet excitons.
• Preparation of N-substituted phthalimides by the palladium-catalyzed carbonylation and coupling of o-dihalo aromatics and primary amines
  作者：Robert J. Perry、S. Richard Turner

  DOI：10.1021/jo00023a023

  日期：1991.11

  A novel method for the formation of N-substituted phthalimides is described which is based on the palladium-catalyzed carbonylation and coupling of o-dihalo aromatics and primary amines. Optimal conditions established for the reaction using o-diiodobenzene and aniline were DMAc (0.2 M), 115-degrees-C, 90 psi of CO, 3% PdCl2L2, and 2.4 equiv of DBU. This process is tolerant of a wide variety of functional groups and gives good yields of the desired products. Variables such as temperature, catalyst type and loading, CO pressure, solvent, and base were examined to optimize this reaction. The reaction of aniline with 1,2-dibromocyclopentene under similar conditions gave a variety of products.
• Doebner, Chemische Berichte, 1880, vol. 13, p. 1012
  作者：Doebner

  DOI：——

  日期：——