158562-40-4

Basic information

• Product Name: 1,3,5,7-tetrakis(4-aminophenyl)adamantane
• Synonyms: 1,3,5,7-tetrakis(4-aminophenyl)adamantane
• CAS NO: 158562-40-4
• Molecular Formula: C34H36N4
• Molecular Weight: 500.67644
• EINECS: -0
• Mol File: 158562-40-4.mol

Chemical Properties

• Melting Point: 404 °C
• Boiling Point: 737.8±60.0 °C(Predicted)
• Appearance: /
• Density: 1.302±0.06 g/cm3(Predicted)
• PKA: 5.39±0.10(Predicted)
• CAS DataBase Reference: 1,3,5,7-tetrakis(4-aminophenyl)adamantane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5,7-tetrakis(4-aminophenyl)adamantane(158562-40-4)
• EPA Substance Registry System: 1,3,5,7-tetrakis(4-aminophenyl)adamantane(158562-40-4)

Safety Data

• Hazardous Substances Data: 158562-40-4(Hazardous Substances Data)

Usage

Class

Adamantanes

Structure

Adamantane core with four 4-aminophenyl groups attached at the 1, 3, 5, and 7 positions

Stability

High stability

Rigidity

Molecular rigidity

Applications

Materials science and pharmacology

Suitability

Development of advanced materials, organic semiconductors, and molecular sensors

Potential

Building block for designing new pharmaceuticals and biologically active compounds

Research Status

Ongoing research in the field of chemistry and materials science

Upstream product

• 16004-75-4 1,3,5,7-tetrakis(phenyl)adamantane 
• 768-90-1 1-Adamantyl bromide 
• 71-43-2 benzene 
• 167013-18-5 1,3,5,7-tetrakis-(4-nitrophenyl)adamantane 

Relevant articles and documents

Tetraphenyladamantane-based microporous polyimide for adsorption of carbon dioxide, hydrogen, organic and water vapors

Tetraphenyladamantane-based microporous polyimide was synthesized. It can uptake 14.6 wt% CO2 at 273 K and 1 bar, 99.2 wt% benzene and 59.7 wt% cyclohexane at 298 K and 0.9 bar, exhibiting potential applications in gas storage and recovery of o

Three-Dimensional Radical Covalent Organic Frameworks as Highly Efficient and Stable Catalysts for Selective Oxidation of Alcohols

With excellent designability, large accessible inner surface, and high chemical stability, covalent organic frameworks (COFs) are promising candidates as metal-free heterogeneous catalysts. Here, we report two 3D radical-based COFs (JUC-565 and JUC-566) in which radical moieties (TEMPO) are uniformly decorated on the channel walls via a bottom-up approach. Based on grafted functional groups and suitable regular channels, these materials open up the application of COFs as highly efficient and selective metal-free redox catalysts in aerobic oxidation of alcohols to relevant aldehydes or ketones with outstanding turn over frequency (TOF) up to 132 h?1, which has exceeded other TEMPO-modified catalytic materials tested under similar conditions. These stable COF-based catalysts could be easily recovered and reused for multiple runs. This study promotes potential applications of 3D functional COFs anchored with stable radicals in organic synthesis and material science.

Nanoporous amide networks based on tetraphenyladamantane for selective CO2 capture

Reduction of anthropogenic CO2 emissions and CO2 separation from post-combustion flue gases are among the imperative issues in the spotlight at present. Hence, it is highly desirable to develop efficient adsorbents for mitigating climate change with possible energy savings. Here, we report the design of a facile one pot catalyst-free synthetic protocol for the generation of three different nitrogen rich nanoporous amide networks (NANs) based on tetraphenyladamantane. Besides the porous architecture, CO2 capturing potential and high thermal stability, these NANs possess notable CO2/N2 selectivity with reasonable retention while increasing the temperature from 273 K to 298 K. The quantum chemical calculations also suggest that CO2 interacts mainly in the region of polar amide groups (-CONH-) present in NANs and this interaction is much stronger than that with N2 thus leading to better selectivity and affirming them as promising contenders for efficient gas separation.

Four-fold click reactions: Generation of tetrahedral methane- and adamantane-based building blocks for higher-order molecular assemblies

A modular concept for the generation of achiral and chiral non-racemic tetrahedral tectons from common precursors was developed. The tectons presented here are based on tetraphenylmethane or 1,3,5,7-tetraphenyladamantane core structures. They are obtained through high-yielding four-fold click reactions, using either the tetraazido or the tetraalkyne precursors. In most cases, the tetratriazoles are obtained as pure products after simple washing with water and methanol. The side chains of the tectons prepared include a self-complementary DNA dimer, obtained from a 3′-azidonucleoside and a phosphoramidite. The concept allows for a variation of the "sticky ends", leading to tecton or ligand libraries.

Polymer compound, precursor for the same and thin film-forming method using the same polymer precursor

Provided are polyimide and a thin film thereof which have a three-dimensional structure and therefore are excellent in a mechanical strength and a heat resistance as compared with those of conventional linear polyimide. The polyimide is obtained from a salt of multifunctional amine represented by Formula (1): (wherein A represents a tetravalent organic group, and n represents an integer of 0 to 3) and tetracarboxylic diester represented by Formula (2): (wherein B represents a tetravalent organic group having 1 to 20 carbon atoms, and R1 and R2 each represent independently an alkyl group having 1 to 5 carbon atoms).

Method for direct arylation of diamondoids

The present invention provides a method for arylating a non-halogenated diamondoid compound comprising the steps of: (a) providing a non-halogenated diamondoid compound or mixture of non-halogenated diamondoid compounds and an aromatic compound or mix