60532-62-9

Basic information

• Product Name: tetrakis(4-nitrophenyl)Methane
• Synonyms: tetrakis(4-nitrophenyl)Methane;1-nitro-4-[tris(4-nitrophenyl)methyl]benzene;tetra(p-nitrophenyl)methane
• CAS NO: 60532-62-9
• Molecular Formula: C₂₅H₁₆N₄O₈
• Molecular Weight: 500.41654
• Product Categories: SF190042
• Mol File: 60532-62-9.mol
• Article Data: 30

Chemical Properties

• Melting Point: 339 °C(Solv: tetrahydrofuran (109-99-9))
• Boiling Point: 688.5±55.0 °C(Predicted)
• Appearance: /
• Density: 1.457±0.06 g/cm3(Predicted)
• CAS DataBase Reference: tetrakis(4-nitrophenyl)Methane(CAS DataBase Reference)
• NIST Chemistry Reference: tetrakis(4-nitrophenyl)Methane(60532-62-9)
• EPA Substance Registry System: tetrakis(4-nitrophenyl)Methane(60532-62-9)

Safety Data

• Hazardous Substances Data: 60532-62-9(Hazardous Substances Data)

Usage

Uses

Tetrakis(4-nitrophenyl)methane (TNPM) serves as a highly symmetric tetrahedral 4-connected building block. TNPM is a new host material with considerable structural adaptability over a range of solvents.It can be used to synthesize tetrakis(4-aminophenyl)methane.

Preparation

The synthesis procedure for Tetrakis-(4-nitrophenyl)methane: Tetraphenylmethane (4.8g, 15.0 mmol) was slowly added to fuming nitric acid (25 ml) stirred rigorously in a salt/ice bath of ~-5°C. Then, a mixture of acetic anhydride and glacial acetic acid (1:2, 25 ml) was added slowly to the mixture. After stirring at -5°C for 15 min, glacial acetic acid (80 ml) was added, and the suspension was further stirred for 5 min. The mixture was filtered on a glass frit, washed with acetic acid (2 x 100 ml), methanol (2 x 100 ml), and chilled tetrahydrofuran (2 x 50 ml) and dried in vacuo to afford a cream color solid (3.2 g, 43% yield).

Upstream product

• 630-76-2 tetraphenylmethane 
• 945018-87-1 4-tritylaniline hydrochloride 
• 76-83-5 trityl chloride 
• 62-53-3 aniline 
• 22948-06-7 4-tritylaniline 
• 76-84-6 triphenylmethyl alcohol 

Downstream Products

• 60532-63-0 tetrakis(4-aminophenyl)methane 
• 697746-87-5 tetrakis(4-isocyanatophenyl)methane 
• 698348-40-2 tetra(4-amino-3,5-dibromo)phenylmethane 
• 666235-02-5 tetrakis[4-[(2,4-dichloro-1,3,5-triazin-6-yl)amino]phenyl]methane 
• 53184-78-4 4,4′,4″,4'-methanetetrayltetraphenol 
• 1236194-08-3 C₅₃H₅₆N₄O₁₆ 
• 1582774-32-0 C₄₉H₃₆N₈ 
• 1000190-45-3 tetrakis(4-azidophenyl)methane 

Relevant articles and documents

High anhydrous proton conductivity of imidazole-loaded mesoporous polyimides over a wide range from subzero to moderate temperature

On-board fuel cell technology requires proton conducting materials with high conductivity not only at intermediate temperatures for work but also at room temperature and even at subzero temperature for startup when exposed to the colder climate. To develop such materials is still challenging because many promising candidates for the proton transport on the basis of extended microstructures of water molecules suffer from significant damage by heat at temperatures above 80 °C or by freeze below -5 °C. Here we show imidazole loaded tetrahedral polyimides with mesopores and good stability (Im@Td-PNDI 1 and Im@Td-PPI 2) exhibiting a high anhydrous proton conductivity over a wide temperature range from -40 to 90 °C. Among all anhydrous proton conductors, the conductivity of 2 is the highest at temperatures below 40 °C and comparable with the best materials, His@[Al(OH)(1,4-ndc)]n and [Zn3(H2PO4)6(H2O)3](Hbim), above 40 °C.

Inclusion compounds of tetrakis(4-nitrophenyl)methane: C-H···O networks, pseudopolymorphism, and structural transformations

Tetrakis(4-nitrophenyl)methane is a new host material with considerable structural adaptability over a range of solvents. The crystal structures of 14 of these solvates have been determined and classified into three groups. The diamondoid group, wherein t

A novel 3D covalent organic framework membrane grown on a porous α-Al2O3 substrate under solvothermal conditions

A novel approach to grow a 3D COF-320 membrane on a surface-modified porous α-Al2O3 substrate is developed. A compact and uniform COF-320 membrane with a layer thickness of ～4 μm is obtained. This is the first reported 3D COF functional membrane fabricated successfully on a common porous α-Al2O3 ceramic support. The gas permeation results indicate that the gas transport behavior is mainly governed by the predicted Knudsen diffusion process due to the large nanopores of 3D COF-320.

Tetrahedral n-type materials: Efficient quenching of the excitation of p-type polymers in amorphous films

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Scalable Synthesis of Tetrapodal Octaamine

An effective and high-yielding synthesis of an air stable tetrapodal octaamine, a rigid shape-persistent molecule with four ortho-phenylenediamine moieties is reported. It can be potentially transformed into a wide range of benzimidazole, benzotriazole, and pyrazine derivatives for practical applications.

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.

Cu(ii)Cl2containing bispyridine-based porous organic polymer support preparedviaalkyne-azide cycloaddition as a heterogeneous catalyst for oxidation of various olefins

A new type of porous organic polymer (POP) based heterogeneous catalystCu-POPwas prepared by immobilizing Cu(ii)Cl2into bpy containing POP preparedviaalkyne-azide cycloaddition. This new catalyst showed efficient catalytic activities and outstanding reusability. Remarkably, one batch ofCu-POPwas continuously used for all olefins without losing its activity by simply washing.