Tetrakis(4-nitrophenyl)methane

Base Information

• Chemical Name: Tetrakis(4-nitrophenyl)methane
• CAS No.: 60532-62-9
• Molecular Formula: C25H16N4O8
• Molecular Weight: 500.424
• Hs Code.: 2904200090
• European Community (EC) Number: 814-816-7
• DSSTox Substance ID: DTXSID00436502
• Nikkaji Number: J1.538.659B
• Wikidata: Q82251777
• Mol file: 60532-62-9.mol

Synonyms:tetrakis(4-nitrophenyl)methane;60532-62-9;1-nitro-4-[tris(4-nitrophenyl)methyl]benzene;MFCD12546931;Benzene, 1,1',1'',1'''-methanetetrayltetrakis[4-nitro-;C25H16N4O8;YSZC193;SCHEMBL1682720;DTXSID00436502;XVFUQPAZKCFNTH-UHFFFAOYSA-N;AC2622;BBL100919;STL554713;AKOS005256060;CS-12111;SY037713;CS-0110888;T3643;A913707;1,1',1'',1'''-methanetetrayltetrakis(4-nitrobenzene)

Chemical Property of Tetrakis(4-nitrophenyl)methane

Chemical Property:

• Melting Point: 339 °C(Solv: tetrahydrofuran (109-99-9))
• Boiling Point: 688.5±55.0 °C(Predicted)
• PSA: 183.28000
• Density: 1.457±0.06 g/cm3(Predicted)
• LogP: 7.79490
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 500.09681348
• Heavy Atom Count: 37
• Complexity: 689

Purity/Quality:

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

Tetrakis(4-nitrophenyl)methane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C2=CC=C(C=C2)[N+](=O)[O-])(C3=CC=C(C=C3)[N+](=O)[O-])C4=CC=C(C=C4)[N+](=O)[O-])[N+](=O)[O-]
• 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.

Technology Process of Tetrakis(4-nitrophenyl)methane

There total 7 articles about Tetrakis(4-nitrophenyl)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: 85.0%

tetraphenylmethane (630-76-2) → tetrakis(4-nitrophenyl)methane (60532-62-9)

Guidance literature:

With nitric acid; acetic anhydride; acetic acid; at -40 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1002/ejoc.201801410

Reference yield:

trityl chloride (76-83-5) → tetrakis(4-nitrophenyl)methane (60532-62-9)

Guidance literature:

Multi-step reaction with 3 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

With sulfuric acid; nitric acid; acetic anhydride; acetic acid; isopentyl nitrite; In ethanol;

DOI:10.1021/ja053689m

Reference yield:

4-tritylaniline hydrochloride (945018-87-1) → tetrakis(4-nitrophenyl)methane (60532-62-9)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: aq. hypophosphorous acid / ethanol / Heating

2.1: 38 percent / acetic anhydride; acetic acid; nitric acid / -10 °C

With sulfuric acid; nitric acid; acetic anhydride; acetic acid; isopentyl nitrite; In ethanol;

DOI:10.1021/ja053689m

upstream raw materials:

tetraphenylmethane

4-tritylaniline hydrochloride

trityl chloride

aniline

Downstream raw materials:

4,4′,4″,4'-methanetetrayltetraphenol

C₅₃H₅₆N₄O₁₆

tetrakis[4-[(2,4-dichloro-1,3,5-triazin-6-yl)amino]phenyl]methane

tetra(4-amino-3,5-dibromo)phenylmethane

Refernces

• 1、 Li, Tao,Zhu, Wei,Shen, Rui,Wang, Hui-Ying,Chen, Wei,Hao, Si-Jia,Li, Yunxing,Gu, Zhi-Guo,Li, Zaijun. "Three-dimensional conductive porous organic polymers based on tetrahedral polythiophene for high-performance supercapacitors". . p. 6247 - 6255. Retrieved 2018.
• 2、 Li, Ming,Cui, Zhonghua,Pang, Shirui,Meng, Lingkun,Ma, Dingxuan,Li, Yi,Shi, Zhan,Feng, Shouhua. "Luminescent covalent organic framework as a recyclable turn-off fluorescent sensor for cations and anions in aqueous solution". . p. 11919 - 11925. Retrieved 2019.
• 3、 Shukla, Swapnil,Lochab, Bimlesh. "Role of higher aromatic content in modulating properties of cardanol based benzoxazines". . p. 684 - 694. Retrieved 2016.
• 4、 Klumpen, Christoph,Breunig, Marion,Homburg, Thomas,Stock, Norbert,Senker, Juergen. "Microporous Organic Polyimides for CO2 and H2O Capture and Separation from CH4 and N2 Mixtures: Interplay between Porosity and Chemical Function". . p. 5461 - 5470. Retrieved 2016.
• 5、 Almá?i, Miroslav,Bourrelly, Sandrine,Király, Nikolas,Vilková, Mária,Zeleňák, Vladimír. "Zinc(ii) and cadmium(ii) amorphous metal-organic frameworks (aMOFs): Study of activation process and high-pressure adsorption of greenhouse gases". . p. 20137 - 20150. Retrieved 2021/06/28.
• 6、 -. "Tetrahedral octaamine compound and manufacturing method thereof". Paragraph 0092; 0097-0101. . Retrieved 2020/04/22.