1,3,5,7-Adamantanetetracarboxylic acid

PubChem https://pubchem.ncbi.nlm.nih.gov/compound/Adamantane-1_3_5_7-tetracarboxylic-acid Adamantane-1,3,5,7-tetracarboxylic acid 18 January 2024ChemSpider http://www.chemspider.com/Chemical-Structure.540862.html 1,3,5,7-Adamantanetetracarboxylic acid 18 January 2024 Adamantane-1357-tetracarboxylic acid.png 200px Adamantane-1357-tetracarboxylic acid ball and stick.png 150px Adamantane-1357-tetracarboxylic acid vdw.png 150px Adamantane-1,3,5,7-tetracarboxylic acid 1,3,5,7-Adamantanetetracarboxylic acidTricyclo[3.3.1.13,7]decane-1,3,5,7-tetracarboxylic acid 100884-80-8 ADTA 540862 622495 1S/C14H16O8/c15-7(16)11-1-12(8(17)18)4-13(2-11,9(19)20)6-14(3-11,5-12)10(21)22/h1-6H2,(H,15,16)(H,17,18)(H,19,20)(H,21,22) VWAIZPYLEYEEFK-UHFFFAOYSA-N C1C2(CC3(CC1(CC(C2)(C3)C(=O)O)C(=O)O)C(=O)O)C(=O)O 14 16 8 colorless crystalline solidNewkome George R. Nayak Ashutosh Behera Rajani K. Moorefield Charles N. Baker Gregory R. Chemistry of micelles series. 22. Cascade polymers: synthesis and characterization of four-directional spherical dendritic macromolecules based on adamantane Journal of Organic Chemistry 1992 57 1 358–362 10.1021/jo00027a061 395 1-Adamantanecarboxylic acid 1,3,5,7-Adamantanetetracarboxylic acid is an adamantane derivative containing four carboxylic acid groups bonded to each of its four tetrahedral carbon centers. Its tetrahedral symmetry provides applications as a hydrogen-bonded organic framework linkerLi Penghao Ryder Matthew R. Stoddart J. Fraser 2020 Hydrogen-Bonded Organic Frameworks: A Rising Class of Porous Molecular Materials Accounts of Materials Research 1 1 77–87 10.1021/accountsmr.0c00019 and as a dendrimer core. Preparation In Ermer's 1988 first application of 1,3,5,7-adamantanetetracarboxylic acid as a monomer for a hydrogen-bonded organic framework, it was prepared by alkaline hydrolysis of 1,3,5,7-adamantanetetracarboxamide.Ermer Otto Five-fold diamond structure of adamantane-1,3,5,7-tetracarboxylic acid Journal of the American Chemical Society 110 12 1988 3747–3754 10.1021/ja00220a005 Uses 1,3,5,7-Adamantanetetracarboxylic acid (abbreviated as the ADTA linker in reticular chemistry) was used in 1988 as one of the first linkers in hydrogen-bonded organic frameworks. A tetrahedral linker, it crystallizes into a five-fold interpenetrated diamond cubic network in which ADTA units are hydrogen-bonded to each other through their carboxylic acid groups. References Category:Adamantanecarboxylic acids Category:Tetracarboxylic acids Category:Carboxylic acid-based porous polymer monomers