100884-80-8

Basic information

• Product Name: 1,3,5,7-ADAMANTANETETRACARBOXYLIC ACID
• Synonyms: 1,3,5,7-ADAMANTANETETRACARBOXYLIC ACID;adaMantane-1,3,5,7-tetracarboxylic acid;Tricyclo[3.3.1.13,7]decane-1,3,5,7-tetracarboxylicacid
• CAS NO: 100884-80-8
• Molecular Formula: C₁₄H₁₆O₈
• Molecular Weight: 312.28
• Mol File: 100884-80-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 395 °C (decomp)(Solv: acetic acid (64-19-7))
• Boiling Point: 403.6±40.0 °C(Predicted)
• Appearance: /
• Density: 1.864±0.06 g/cm3(Predicted)
• PKA: 3.29±0.70(Predicted)
• CAS DataBase Reference: 1,3,5,7-ADAMANTANETETRACARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5,7-ADAMANTANETETRACARBOXYLIC ACID(100884-80-8)
• EPA Substance Registry System: 1,3,5,7-ADAMANTANETETRACARBOXYLIC ACID(100884-80-8)

Safety Data

• Hazardous Substances Data: 100884-80-8(Hazardous Substances Data)

Usage

General Description

1,3,5,7-Adamantanetetracarboxylic acid is a chemical compound with the molecular formula C14H20O8. It is a rigid, polycyclic carboxylic acid that is derived from the adamantane structure. 1,3,5,7-ADAMANTANETETRACARBOXYLIC ACID is often used in the field of materials science and chemistry for its ability to form metal-organic frameworks (MOFs) due to its four carboxylic acid groups, which can coordinate with metal ions to form stable coordination polymers. Additionally, 1,3,5,7-Adamantanetetracarboxylic acid has potential applications in drug delivery and catalysis due to its unique structural properties and ability to form hydrogen bonds with other molecules. It is also being studied for its potential use in supramolecular chemistry and nanotechnology. Overall, this compound has garnered attention for its diverse applications in various scientific and industrial fields.

Upstream product

• 768-90-1 1-Adamantyl bromide 
• 53120-57-3 tetramethyl adamantane-2,6-dione-1,3,5,7-tetracarboxylate 
• 315207-70-6 Tetramethyl 2,6-dioxobicyclo<1.3.3>nonane-1,3,5,7-tetracarboxylate 
• 16004-75-4 1,3,5,7-tetrakis(phenyl)adamantane 
• 39269-10-8 adamantane-1,3-dicarboxylic acid 
• 828-51-3 1-Adamantanecarboxylic acid 
• 101892-34-6 tetramethyl adamantane-1,3,5,7-tetracarboxylate 

Downstream Products

• 75534-58-6 1,3,5,7-tetrakis(hydroxymethyl)adamantane 
• 75534-58-6 1,3,5,7-tetrakis-hydroxymethyl-adamantane 
• 1687-36-1 1,3,5,7-tetramethyl-adamantane 
• 21336-49-2 1,3,5,7-Tetrabenzoyl-adamantan 

Relevant articles and documents

Three-Dimensional Tetrathiafulvalene-Based Covalent Organic Frameworks for Tunable Electrical Conductivity

The functionalization of three-dimensional (3D) covalent organic frameworks (COFs) is essential to broaden their applications. However, the introduction of organic groups with electroactive abilities into 3D COFs is still very limited. Herein we report the first case of 3D tetrathiafulvalene-based COFs (3D-TTF-COFs) with non- or 2-fold interpenetrated pts topology and tunable electrochemical activity. The obtained COFs show high crystallinity, permanent porosity, and large specific surface area (up to 3000 m2/g). Furthermore, these TTF-based COFs are redox active to form organic salts that exhibit tunable electric conductivity (as high as 1.4 × 10-2 S cm-1 at 120 °C) by iodine doping. These results open a way toward designing 3D electroactive COF materials and promote their applications in molecular electronics and energy storage.

A MOF-based Ultra-Strong Acetylene Nano-trap for Highly Efficient C2H2/CO2 Separation

Porous materials with open metal sites have been investigated to separate various gas mixtures. However, open metal sites show the limitation in the separation of some challenging gas mixtures, such as C2H2/CO2. Herein, we propose a new type of ultra-strong C2H2 nano-trap based on multiple binding interactions to efficiently capture C2H2 molecules and separate C2H2/CO2 mixture. The ultra-strong acetylene nano-trap shows a benchmark Qst of 79.1 kJ mol?1 for C2H2, a record high pure C2H2 uptake of 2.54 mmol g?1 at 1×10?2 bar, and the highest C2H2/CO2 selectivity (53.6), making it as a new benchmark material for the capture of C2H2 and the separation of C2H2/CO2. The locations of C2H2 molecules within the MOF-based nanotrap have been visualized by the in situ single-crystal X-ray diffraction studies, which also identify the multiple binding sites accountable for the strong interactions with C2H2.

3D microporous base-functionalized covalent organic frameworks for size-selective catalysis

The design and synthesis of 3D covalent organic frameworks (COFs) have been considered a challenge, and the demonstrated applications of 3D COFs have so far been limited to gas adsorption. Herein we describe the design and synthesis of two new 3D microporous base-functionalized COFs, termed BF-COF-1 and BF-COF-2, by the use of a tetrahedral alkyl amine, 1,3,5,7-tetraaminoadamantane (TAA), combined with 1,3,5-triformylbenzene (TFB) or triformylphloroglucinol (TFP). As catalysts, both BF-COFs showed remarkable conversion (96 % for BF-COF-1 and 98 % for BF-COF-2), high size selectivity, and good recyclability in base-catalyzed Knoevenagel condensation reactions. This study suggests that porous functionalized 3D COFs could be a promising new class of shape-selective catalysts.

Photochemical Carbonylation of Adamantanes; Simple Synthesis of 1,3,5,7-Tetracarbomethoxyadamantane

1,3,5,7-tetracarbomethoxyadamantane was obtained in one pot from the irradiation of a mixture of 1-adamantanecarboxylic and oxalyl chloride followed by methanolysis.