Tetrakis(4-aminophenyl)methane

Base Information

• Chemical Name: Tetrakis(4-aminophenyl)methane
• CAS No.: 60532-63-0
• Molecular Formula: C25H24N4
• Molecular Weight: 380.492
• European Community (EC) Number: 806-109-7
• DSSTox Substance ID: DTXSID10473903
• Nikkaji Number: J2.075.128B
• Wikidata: Q82303579
• Mol file: 60532-63-0.mol

Synonyms:TETRAKIS(4-AMINOPHENYL)METHANE;60532-63-0;4,4',4'',4'''-Methanetetrayltetraaniline;4-[tris(4-aminophenyl)methyl]aniline;tetra(4-aminophenyl)methane;MFCD12546930;Benzenamine, 4,4',4'',4'''-methanetetrayltetrakis-;C25H24N4;4,4,4,4-Methanetetrayltetraaniline;YSZC453;SCHEMBL791664;DTXSID10473903;LNHGLSRCOBIHNV-UHFFFAOYSA-N;BCP23547;EX-A3323;Tetrakis(4-aminophenyl)methane, 97%;AKOS005256043;CS-W018425;DS-6857;Tetrakis(4-aminophenyl)methane, >=90%;4-[tris(4-aminophenyl)methyl]phenylamine;SY027348;Tetrakis(4-aminophenyl)methane, AldrichCPR;FT-0716870;T2947;H11875;AE-562/43458002

Chemical Property of Tetrakis(4-aminophenyl)methane

Chemical Property:

• Melting Point: 320°C(dec.)(lit.)
• Boiling Point: 639.7±55.0 °C(Predicted)
• PKA: 5.75±0.25(Predicted)
• PSA: 104.08000
• Density: 1.247±0.06 g/cm3(Predicted)
• LogP: 6.72290
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 380.20009678
• Heavy Atom Count: 29
• Complexity: 397

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetrakis(4-aminophenyl)methane >95.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C2=CC=C(C=C2)N)(C3=CC=C(C=C3)N)C4=CC=C(C=C4)N)N
• 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.

Technology Process of Tetrakis(4-aminophenyl)methane

There total 9 articles about Tetrakis(4-aminophenyl)methane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

tetrakis(4-nitrophenyl)methane (60532-62-9) → tetrakis(4-aminophenyl)methane (60532-63-0)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃;

DOI:10.1002/chem.201404024

Reference yield:

tetraphenylmethane (630-76-2) → tetrakis(4-aminophenyl)methane (60532-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / acetic anhydride; acetic acid; nitric acid / -10 °C

2: 61.3 percent / hydrazine monohydrate; Raney-nickel / tetrahydrofuran / 3 h / Heating

With nitric acid; acetic anhydride; nickel; hydrazine hydrate; acetic acid; In tetrahydrofuran;

DOI:10.1021/ja053689m

Reference yield:

trityl chloride (76-83-5) → tetrakis(4-aminophenyl)methane (60532-63-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 0.08 h / 200 °C

1.2: aq. HCl / methanol / Heating

2.1: H₂SO₄; isoamylnitrite / ethanol / 0.5 h / -10 °C

2.2: aq. hypophosphorous acid / ethanol / Heating

3.1: 38 percent / acetic anhydride; acetic acid; nitric acid / -10 °C

4.1: 61.3 percent / hydrazine monohydrate; Raney-nickel / tetrahydrofuran / 3 h / Heating

With sulfuric acid; nitric acid; acetic anhydride; nickel; hydrazine hydrate; acetic acid; isopentyl nitrite; In tetrahydrofuran; ethanol;

DOI:10.1021/ja053689m

upstream raw materials:

tetrakis(4-nitrophenyl)methane

tetraphenylmethane

4-tritylaniline hydrochloride

trityl chloride

Downstream raw materials:

4,4′,4″,4'-methanetetrayltetraphenol

tetrastilbenylmethane

N,N',N'',N'''-(4,4',4'',4'''-methanetetrayltetrakis(benzene-4,1-diyl))tetrakis(2,4,5-trimethyl-N-(2,4,5-trimethylphenyl)aniline)

C₄₉H₃₆N₈

Refernces

• 1、 Chen, Fengqian,Ding, Jiehua,Fang, Qianrong,Guan, Xinyu,Li, Hui,Qiu, Shilun,Tang, Bin,Valtchev, Valentin,Yan, Yushan,Zhu, Liangkui. "Three-Dimensional Radical Covalent Organic Frameworks as Highly Efficient and Stable Catalysts for Selective Oxidation of Alcohols". supporting information. p. 22230 - 22235. Retrieved 2021/09/03.
• 2、 Choi, Hye Min,Lee, Suk Joong,Yoon, Jongho. "Cu(ii)Cl2containing bispyridine-based porous organic polymer support preparedviaalkyne-azide cycloaddition as a heterogeneous catalyst for oxidation of various olefins". . p. 9149 - 9152. Retrieved 2020/06/17.