60532-63-0

Basic information

• Product Name: Tetrakis(4-aminophenyl)methane
• Synonyms: Tetrakis(4-aminophenyl)methane;Tetrakis(4-aminophenyl)methane AldrichCPR;4,4',4'',4'''-methanetetrayltetraaniline;Tetra(4-aminophenyl)methane;Tetra(4-anilyl)methane;Tetrakis(4-aminophenyl)methane 95%;4-[tris(4-aminophenyl)methyl]aniline
• CAS NO: 60532-63-0
• Molecular Formula: C₂₅H₂₄N₄
• Molecular Weight: 380.48486
• Mol File: 60532-63-0.mol
• Article Data: 32

Chemical Properties

• Melting Point: 320°C(dec.)(lit.)
• Boiling Point: 639.7±55.0 °C(Predicted)
• Appearance: /
• Density: 1.247±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.75±0.25(Predicted)
• CAS DataBase Reference: Tetrakis(4-aminophenyl)methane(CAS DataBase Reference)
• NIST Chemistry Reference: Tetrakis(4-aminophenyl)methane(60532-63-0)
• EPA Substance Registry System: Tetrakis(4-aminophenyl)methane(60532-63-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 60532-63-0(Hazardous Substances Data)

Usage

Description

Tetrakis(4-aminophenyl)methane is an organic compound that serves as a synthetic material intermediate and plays a crucial role in the synthesis of various complex organic structures.

Uses

Used in Chemical Synthesis:
Tetrakis(4-aminophenyl)methane is used as a synthetic material intermediate for the production of advanced organic compounds and materials.
Used in the Synthesis of COF-320:
Tetrakis(4-aminophenyl)methane is used as a precursor in the synthesis of the structurally similar COF-320, which is a covalent organic framework that differs from COF-300 by the length of the linear dialdehyde linker, employing 4-4’-biphenyldicarboxyaldehyde instead of terephthalaldehyde.
Used in the Synthesis of Novel Tetrahedral COFs:
Tetrakis(4-aminophenyl)methane is used alongside tetrakis(4-formylphenyl)methane as a tetrahedral aldehyde monomer to explore the synthesis of a novel tetraaminetetraaldehyde covalent organic framework (COF), expanding the range of materials available for various applications.

Preparation

synthesis of Tetrakis(4-aminophenyl)methane: Tetrakis-(4-nitrophenyl)methane (1.5 g, 3 mmol) was dissolved in tetrahydrofuran (100 ml), and Raney nickel (10 g) was added to the solution while stirring under nitrogen. Hydrazine monohydrate (2 g, 0.04 mol) was slowly added via syringe, and the mixture was refluxed for 4 h. The mixture was filtered while hot and washed with ethanol. The filtrate was dried in vacuo. The crude product was subsequently washed with ethanol (50 ml) and dried in vacuo to afford Tetrakis(4-aminophenyl)methane as a white solid (0.92 g, 81% yield).

Upstream product

• 76-84-6 triphenylmethyl alcohol 
• 22948-06-7 4-tritylaniline 
• 62-53-3 aniline 
• 76-83-5 trityl chloride 
• 945018-87-1 4-tritylaniline hydrochloride 
• 630-76-2 tetraphenylmethane 
• 60532-62-9 tetrakis(4-nitrophenyl)methane 

Downstream Products

• 1582774-32-0 C₄₉H₃₆N₈ 

Relevant articles and documents

Star-like oriented chromophores

The tetrahedral arrangement of perylene bisimide chromophores gives a novel molecular system of antennae for the conversion of difuse solar radiation. A detailed analysis of their UV/Vis spectra gives an impression of the consolidation of the single chromophores.

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.

Tetrahedral octaamine compound and manufacturing method thereof

Disclosed is a method for preparing octaamine compound, which comprises the steps of: (a) introducing a nitro group by nitrating tetraphenylmethine; (b) obtaining tetrakis(4-aminophenyl)methane by reducing the nitro group; (c) introducing an o-nitro group by nitrating the tetrakis(4-aminophenyl)methane; and (d) reducing the o-nitro group, wherein the step (d) is performed under a strong acid condition. Also, disclosed is an octaamine compound represented by chemical formula 1, wherein central atom is C and o-phenylenediamine is four-substituted to the central atom.COPYRIGHT KIPO 2020