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

Uses

Tetrakis(4-aminophenyl)methane can be used as a synthetic material intermediate. It can also be used to synthesize the structurally similar COF-320, which differs from COF-300 by the length of the linear dialdehyde linker, employing 4-4’-biphenyldicarboxyaldehyde instead of terephthalaldehyde. Lastly, a tetrahedral aldehyde monomer, tetrakis(4-formylphenyl)methane, is synthesized and used alongside tetrakis(4-aminophenyl)methane to explore the synthesis of a novel tetraaminetetraaldehyde COF.

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 
• 630-76-2 tetraphenylmethane 
• 60532-62-9 tetrakis(4-nitrophenyl)methane 
• 62-53-3 aniline 
• 945018-87-1 4-tritylaniline hydrochloride 
• 76-83-5 trityl chloride 

Downstream Products

• 698348-40-2 tetra(4-amino-3,5-dibromo)phenylmethane 
• 1616282-38-2 C₅₃H₃₂N₄O₄S₁₆ 

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.

Zinc(ii) and cadmium(ii) amorphous metal-organic frameworks (aMOFs): Study of activation process and high-pressure adsorption of greenhouse gases

Two novel amorphous metal-organic frameworks (aMOFs) with chemical composition {[Zn2(MTA)]·4H2O·3DMF}n (UPJS-13) and {[Cd2(MTA)]·5H2O·4DMF}n (UPJS-14) built from Zn(ii) and Cd(ii) ions and extended tetrahedral tetraazo-tetracarboxylic acid (H4MTA) as a linker were prepared and characterised. Nitrogen adsorption measurements were performed on as-synthesized (AS), ethanol exchanged (EX) and freeze-dried (FD) materials at different activation temperatures of 60, 80, 100, 120, 150 and 200 °C to obtain the best textural properties. The largest surface areas of 830 m2 g-1 for UPJS-13 (FD) and 1057 m2 g-1 for UPJS-14 (FD) were calculated from the nitrogen adsorption isotherms for freeze-dried materials activated at mild activation temperature (80 °C). Subsequently, the prepared compounds were tested as adsorbents of greenhouse gases, carbon dioxide and methane, measured at high pressures. The maximal adsorption capacities were 30.01 wt% CO2 and 4.84 wt% CH4 for UPJS-13 (FD) and 24.56 wt% CO2 and 6.38 wt% CH4 for UPJS-14 (FD) at 20 bar and 30 °C.

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