1-(4-Nitrophenyl)-1h-tetrazole

Base Information

• Chemical Name: 1-(4-Nitrophenyl)-1h-tetrazole
• CAS No.: 14213-11-7
• Molecular Formula: C7H5 N5 O2
• Molecular Weight: 191.149
• Hs Code.: 2933990090
• NSC Number: 111925
• DSSTox Substance ID: DTXSID10296836
• Nikkaji Number: J127.268C
• Wikidata: Q82037623
• Mol file: 14213-11-7.mol

Synonyms:1-(4-nitrophenyl)-1h-tetrazole;14213-11-7;1-(4-nitrophenyl)tetrazole;1-(4-Nitro-phenyl)-1H-tetrazole;1H-Tetrazole, 1-(4-nitrophenyl)-;1-Nitro-4-(1H-tetrazole-1-yl)benzene;1-(4-nitrophenyl)-1H-1,2,3,4-tetrazole;NSC111925;SCHEMBL1269000;DTXSID10296836;STL477577;1-(4-Nitrophenyl)-1H-tetraazole #;AKOS000573536;NSC-111925;4-(1H-tetrazol-1-yl)-1-nitrobenzene;BB 0238195;CS-0234228;FT-0763145;EN300-139783;SR-01000417615;SR-01000417615-1;Z56769737

Chemical Property of 1-(4-Nitrophenyl)-1h-tetrazole

Chemical Property:

• Vapor Pressure: 2.38E-06mmHg at 25°C
• Boiling Point: 391.9°Cat760mmHg
• Flash Point: 190.8°C
• PSA: 89.42000
• Density: 1.61g/cm³
• LogP: 1.09370
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 191.04432442
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

1-(4-nitrophenyl)-1H-1,2,3,4-tetrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N2C=NN=N2)[N+](=O)[O-]

Technology Process of 1-(4-Nitrophenyl)-1h-tetrazole

There total 18 articles about 1-(4-Nitrophenyl)-1h-tetrazole 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: 98.0%

4-nitro-aniline (100-01-6,104810-17-5) + orthoformic acid triethyl ester (122-51-0) → 1-(4-nitrophenyl)-1H-tetrazole (14213-11-7)

Guidance literature:

With acetic acid; at 100 ℃; for 0.166667h;

DOI:10.1007/s13738-013-0279-4

Reference yield: 95.0%

4-nitrobenzaldehdye (555-16-8) → 1-(4-nitrophenyl)-1H-tetrazole (14213-11-7)

Guidance literature:

With sodium azide; In methanol; at 20 ℃; for 3h; regioselective reaction; Irradiation;

DOI:10.1039/c8gc01321g

Reference yield: 92.0%

4-nitro-aniline (100-01-6,104810-17-5) → 1-(4-nitrophenyl)-1H-tetrazole (14213-11-7)

Guidance literature:

With sodium azide; orthoformic acid triethyl ester; In neat (no solvent); at 100 ℃; for 1.16667h;

DOI:10.1002/aoc.4005

upstream raw materials:

diazomethane

4-nitrobenzenediazonium chloride

phenyl-1H-tetrazole

4-nitrobenzaldehdye

Downstream raw materials:

N-<(4-Nitro)phenyl>-N'-methylcarbodiimide

1-(4-nitrophenyl)-1H-tetrazol-5-amine

N-(4-nitrophenyl)-1H-tetrazol-5-amine

1-(4-hydroxyphenyl)-1H-1,2,3,4-tetrazole

Refernces

• 1、 Esmaeilpour, Mohsen,Javidi, Jaber,Zahmatkesh, Saeed. "One-pot synthesis of 1- and 5-substituted 1H-tetrazoles using 1,4-dihydroxyanthraquinone–copper(II) supported on superparamagnetic Fe3O4@SiO2 magnetic porous nanospheres as a recyclable catalyst". . p. 897 - 904. Retrieved 2016.
• 2、 Gaponik, P. N.,Karavai, V. P.,Grigor'ev, Yu. V.. "SYNTHESIS OF 1-SUBSTITUTED TETRAZOLES BY HETEROCYCLIZATION OF PRIMARY AMINES, ORTHOFORMIC ESTER, AND SODIUM AZIDE". . p. 1255 - 1258. Retrieved 1985.
• 3、 Esmaeilpour, Mohsen,Javidi, Jaber,Nowroozi Dodeji, Fatemeh,Mokhtari Abarghoui, Mehdi. "Facile synthesis of 1- and 5-substituted 1H-tetrazoles catalyzed by recyclable ligand complex of copper(II) supported on superparamagnetic Fe 3O4@SiO2 nanoparticles". . p. 18 - 29. Retrieved 2014.
• 4、 Jin, Tienan,Kamijo, Shin,Yamamoto, Yoshinori. "Synthesis of 1-substituted tetrazoles via the acid-catalyzed [3+2] cycloaddition between isocyanides and trimethylsilyl azide". . p. 9435 - 9437. Retrieved 2004.
• 5、 Ishihara, Kotaro,Ishihara, Kazuki,Tanaka, Yota,Shioiri, Takayuki,Matsugi, Masato. "Practical synthesis of tetrazoles from amides and phosphorazidates in the presence of aromatic bases". supporting information. . Retrieved 2022/02/02.