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Names | |||
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IUPAC name
Adamantane-1,3,5,7-tetracarboxylic acid
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Other names
1,3,5,7-Adamantanetetracarboxylic acid
Tricyclo[3.3.1.13,7]decane-1,3,5,7-tetracarboxylic acid | |||
Identifiers | |||
3D model (
JSmol)
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Abbreviations | ADTA | ||
ChemSpider | |||
PubChem
CID
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CompTox Dashboard (
EPA)
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Properties | |||
C14H16O8 | |||
Molar mass | 312.274 g·mol−1 | ||
Appearance | colorless crystalline solid [3] | ||
Melting point | 395 °C (743 °F; 668 K) [3] | ||
Related compounds | |||
Related compounds
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1-Adamantanecarboxylic acid | ||
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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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 linker [4] and as a dendrimer core. [3]
In Ermer's 1988 first application of 1,3,5,7-adamantanetetracarboxylic acid as a monomer for a hydrogen-bonded organic framework, [4] it was prepared by alkaline hydrolysis of 1,3,5,7-adamantanetetracarboxamide. [5]
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. [4]