5-(乙酰氨基)异酞酸 | 6344-50-9

• 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: 5-(乙酰氨基)异酞酸
• 英文名称: 5-acetamidoisophthalic acid
• 英文别名: 5-Acetamidobenzene-1,3-dicarboxylic acid
• CAS: 6344-50-9
• 化学式: C₁₀H₉NO₅
• mdl: MFCD00182672
• 分子量: 223.185
• InChiKey: KQQYZSYKZQESPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  zinc(II) nitrate hexahydrate 、 5-(乙酰氨基)异酞酸 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 96.0h， 以47%的产率得到Zn(H₂O)_0.5(AcAIP)
  参考文献：
  名称：

  Synthesis and characterizations of Zn(II) and Co(II) coordination polymers based on 5-acetamidoisophthalate

  摘要：

  Seven Zn(II) and Co(II) coordination polymers based on 5-acetamidoisophthalate (AcAIP) and flexible bis (imidazolyl) ligands, [Zn(H2O)(0.5)(AcAIP)](n) (1), [Zn(AcAIP)(o-BIMB)](n)center dot 3nH(2)O (2), [Co(AcAIP)(o-BIMB)](n)center dot 3nH(2)O (3), [Zn(AcAIP)(m-BIMB)](n)center dot 3nH(2)O (4), [Co(AcAIP)(m-BIMB)](n)center dot 3nH(2)O (5), [Zn(AcAIP)(p-BIMB)](n) (6) and [Co(AcAIP)(p-BIMB)](n) (7) (o-BIMB = 1,2-bis(imidazol-1-yl-methyl) benzene, m-BIMB = 1,3-bis(imidazol-1-yl-methyl) benzene and p-BIMB = 1,4-bis(imidazol-1-yl-methyl) benzene), were synthesized and well characterized. In complex 1, AcAIP serves as a mu(4)-bridge through mu(2),eta(2)-carboxylate, monodentate carboxylate and acetamido, and connects Zn(II) ions into a 3-D network, while acetamido group of AcAIP in 2-7 is not involved in coordination with metal ions owing to the presence of bis(imidazolyl) ligands. Notably, AcAIP in 2-6 bridges two metal ions through two monodentate carboxylate groups. AcAIP in 2-5 connects Zn(II) and Co(II) ions into 1-D chain, subsequent bridge by o-BIMB generates a 2-D corrugated layer, while m-BIMB connects two intra-chained metal ions to form [Zn-2(AcAIP)(m-BIMB)] macrocycles. Interestingly, AcAIP in 6 links two Zn(II) ions into a 16-membered [Zn-2(AcAIP)(2)] macrocycle, and subsequent bridge by anti-conformationed p-BIMB forms a 2-D layer. However, two carboxylate groups of AcAIP in 7 function in mu(2),eta(2)-bridging and chelating modes, AcAIP and gauche-conformationed p-BIMB bridge Co(II) ions to form a twofold interpenetrating framework consisting of dinuclear Co(II)-carboxylate units. Magnetic analysis of complex 7 shows that the existence of antiferromagnetic interactions. Fluorescent properties of Zn(II) coordination polymers in solid state were also investigated. (C) 2015 Published by Elsevier B.V.

  DOI：

  10.1016/j.ica.2015.12.010
• 作为产物：
  描述：

  5-硝基异酞酸 在 sodium dithionite 、 水 、 乙酸酐 作用下， 生成 5-(乙酰氨基)异酞酸
  参考文献：
  名称：

  Meyer,R.; Wesche, Chemische Berichte, 1917, vol. 50, p. 448

  摘要：

  DOI：

文献信息

• Solvent-Dependent Structural Variation of Zinc(II) Coordination Polymers and Their Catalytic Activity in the Knoevenagel Condensation Reaction
  作者：Anirban Karmakar、Guilherme M. D. M. Rúbio、M. Fátima C. Guedes da Silva、Susanta Hazra、Armando J. L. Pombeiro

  DOI：10.1021/acs.cgd.5b00948

  日期：2015.9.2

  The novel self-assembled zinc(II) coordination polymers [Zn(L)(H2O)2]n (1), [Zn(L)(H2O)2]n·n(formamide) (2), [Zn(L)(H2O)2]n·n(N-methylformamide) (3), [Zn(L)(H2O)(formamide)]n (4), and [Zn3(L)2(formate)2(4,4′-bipyridine)3]n·2n(DMF)·2n(H2O) (5) (L = 5-acetamidoisophthalate) have been synthesized and characterized by elemental microanalysis, infrared spectroscopy, thermogravimetric analysis, and X-ray

  新型自组装锌（II）配位聚合物[Zn（L）（H 2 O）2 ] n（1），[Zn（L）（H 2 O）2 ] n · n（甲酰胺）（2）， [Zn（L）（H 2 O）2 ] n · n（N-甲基甲酰胺）（3），[Zn（L）（H 2 O）（甲酰胺）] n（4）和[Zn 3（L）2（甲酸酯）2（4,4'-联吡啶）3 ] n ·2 n（DMF）·2 n（H 2 O）（5）（L = 5-乙酰氨基间苯二甲酸酯）已合成，并通过元素微分析，红外光谱，热重分析和X射线单晶X射线衍射进行了表征。1，2，和3是一维（1D）的配位聚合物的是结晶单斜P 2 1，单斜P 2 1 /米，和三斜P 1个系统，分别和是伪多晶型与超分子的异构体1具有螺旋安排，以及2和3呈现出包含不同客体分子的锯齿形结构。化合物4个结晶的三斜晶系中P 1空间群和是一维配位聚合物，其表现出稠合8-元和16元环二元金属。化合物5的特征是带有三金属核的二维网络型聚合物。化合物1
• Paddle Wheel Based Triazolyl Isophthalate MOFs: Impact of Linker Modification on Crystal Structure and Gas Sorption Properties
  作者：Merten Kobalz、Jörg Lincke、Karolin Kobalz、Oliver Erhart、Jens Bergmann、Daniel Lässig、Marcus Lange、Jens Möllmer、Roger Gläser、Reiner Staudt、Harald Krautscheid

  DOI：10.1021/acs.inorgchem.5b02921

  日期：2016.3.21

  31–53% and show thermal stability up to 390 °C as confirmed by simultaneous thermal analysis. Systematic investigation of adsorption properties by CO2 (298 K) and N2 (77 K) adsorption studies reveal remarkable network flexibility induced by alkyl substituents on the linker. Fine-tuning of the gate opening pressure and of the hysteresis shape is possible by adjusting the substitution pattern and by choice

  合成和的两个密切相关的同晶系列金属有机骨架基于与所述通式三唑基间苯二甲酸酯的连接体（的MOF）的全面表征∞ 3 [M 2（R 1 -R 2 -trz-IA）2 ]（M =铜，锌）。通过使用溶剂热合成和通过回流原料的克级合成克级的微晶材料，可以很容易地获得11种MOF，用于系统研究结构与性质之间的关系。这两个系列的网络被分配到金红石（RTL）（1 - 4）和α-PBO 2（APO）（5 – 9）拓扑。由于三唑取代基朝向孔穴的取向，因此可以通过选择烷基取代基来调节孔体积和孔径。化合物1 – 9表现出明显的微孔性，计算出的孔隙率为31–53％，并且通过同时进行的热分析证实，在高达390°C的温度下具有热稳定性。通过CO 2（298 K）和N 2（77 K）吸附研究对吸附性能进行系统研究，结果表明，连接基上的烷基取代基引起了显着的网络柔性。可以通过调节置换图案和选择金属离子来微调浇口打开压力和滞后形状。
• Thioacids Mediated Selective and Mild N-Acylation of Amines
  作者：Sachitanand M. Mali、Rupal D. Bhaisare、Hosahudya N. Gopi

  DOI：10.1021/jo400701v

  日期：2013.6.7

  N-Acylated amines are ubiquitous in nature. Selective N-acylation at neutral conditions remains a key area of interest. Here we are reporting the copper sulfate-mediated highly selective, mild, and rapid N-acylation of various aliphatic and aromatic amines using thioacids in methanol at neutral conditions. All N-acylated products of primary and secondary amines were isolated in good to excellent yields

  N-酰化胺在自然界中无处不在。在中性条件下的选择性N-酰化仍然是重要的关注领域。在这里，我们报道了在中性条件下，使用硫酸在甲醇中通过硫酸铜介导的各种脂肪族和芳香族胺的高选择性，温和和快速的N-酰化反应。分离出所有伯胺和仲胺的N-酰化产物，收率良好至优异。发现该方法对胺具有高度选择性，并且对其他官能团（例如酚，醇和硫醇）不敏感。该反应的简单后处理，高收率和高选择性可以替代现有的酰基卤和酸酐介导的N-酰化反应的那些。
• Isoreticular Chemistry of Group 13 Metal–Organic Framework Compounds Based on V-Shaped Linker Molecules: Exceptions to the Rule?
  作者：Timo Rabe、Erik Svensson Grape、Hauke Rohr、Helge Reinsch、Stephan Wöhlbrandt、Alexandra Lieb、A. Ken Inge、Norbert Stock

  DOI：10.1021/acs.inorgchem.1c00767

  日期：2021.6.21

  of model building, single-crystal X-ray diffraction (SCXRD), three-dimensional electron diffraction (3D ED), and Rietveld refinements against powder X-ray diffraction (PXRD) data. Four new Ga-MOFs that are isoreticular with their aluminum counterparts, i.e. Ga-CAU-10-R (Ga(OH)(m-BDC-R); R = OCH3, NHCOCH3), Ga-CAU-11 (Ga(OH)(SDBA)), and Ga-CAU-11-COOH (Ga(OH)(H2DPSTC)), were obtained. For the first

  遵循等网化学的概念，我们使用六个不同尺寸、几何形状和附加官能团的 V 形连接分子对含 Ga 金属有机骨架 (MOF) 进行了系统研究。接头包括三个间苯二甲酸衍生物（m -H 2 BDC-R，R = CH 3，OCH 3，NHCOCH 3）、噻吩-2,5-二羧酸（H 2 TDC）和两个 4,4'-磺酰二苯甲酸酸衍生物（H 2SDBA、DPSTA）。通过模型构建、单晶 X 射线衍射 (SCXRD)、三维电子衍射 (3D ED) 和 Rietveld 改进对粉末 X 射线衍射 (PXRD) 数据的组合，阐明了七种化合物的晶体结构。四种新的 Ga-MOFs 与其铝对应物等网状，即 Ga-CAU-10-R (Ga(OH)( m -BDC-R); R = OCH 3 , NHCOCH 3 ), Ga-CAU-11 (Ga (OH)(SDBA))和Ga-CAU-11-COOH(Ga(OH)(H 2 DPSTC))。第一次可以分离出在
• Synthesis and Exfoliation of a New Layered Mesoporous Zr-MOF Comprising Hexa- and Dodecanuclear Clusters as Well as a Small Organic Linker Molecule
  作者：Sebastian Leubner、Viktor E. G. Bengtsson、Kevin Synnatschke、Jonas Gosch、Alexander Koch、Helge Reinsch、Hongyi Xu、Claudia Backes、Xiaodong Zou、Norbert Stock

  DOI：10.1021/jacs.0c06978

  日期：2020.9.16

  A new layered mesoporous Zr-MOF of composi-tion [Zr30O20(OH)26(OAc)18L18] was synthesized employing 5-acetamidoisophthalic acid (H2L) in acetic acid as the solvent. The new MOF, denoted as CAU-45, exhibits a honeycomb structure of stacked layers which comprise both hexa- and dodecanucelar zirconium clusters. Its structure was solved from submicron-sized crystals by continuous rotation electron diffraction

  以乙酸中的 5-乙酰氨基间苯二甲酸 (H2L) 作为溶剂合成了一种新的层状介孔 Zr-MOF，其组成为 [Zr30O20(OH)26(OAc)18L18]。表示为 CAU-45 的新 MOF 具有堆叠层的蜂窝结构，其中包括六核和十二核锆簇。它的结构是通过连续旋转电子衍射 (cRED) 从亚微米尺寸的晶体中解析出来的。对材料成功进行了液相剥离和尺寸选择。