1-(3-Nitrophenyl)-1H-tetrazole

Base Information

• Chemical Name: 1-(3-Nitrophenyl)-1H-tetrazole
• CAS No.: 14213-10-6
• Molecular Formula: C7H5N5O2
• Molecular Weight: 191.149
• DSSTox Substance ID: DTXSID70356622
• Nikkaji Number: J1.099.624D
• Wikidata: Q82136082
• Mol file: 14213-10-6.mol

Synonyms:14213-10-6;1-(3-NITROPHENYL)-1H-TETRAZOLE;1-(3-nitrophenyl)-1H-1,2,3,4-tetrazole;1H-Tetrazole, 1-(3-nitrophenyl)-;1-(3-nitrophenyl)tetrazole;1-(3-Nitro-phenyl)-1H-tetrazole;SCHEMBL3164608;DTXSID70356622;BB 0238197;FT-0768963;SR-01000391782;SR-01000391782-1

Chemical Property of 1-(3-Nitrophenyl)-1H-tetrazole

Chemical Property:

• Boiling Point: 435.3 °C at 760 mmHg
• Flash Point: 217.1 °C
• Density: 1.534 g/cm³
• 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: 219

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])N2C=NN=N2

Technology Process of 1-(3-Nitrophenyl)-1H-tetrazole

There total 5 articles about 1-(3-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%

orthoformic acid triethyl ester (122-51-0) + 3-nitro-aniline (99-09-2) → 1-(3-nitrophenyl)-1H-1,2,3,4-tetrazole (14213-10-6)

Guidance literature:

With 2.04wt% Co(III)/1.07wt% Ni(II) TEMPO-porphyrin copolymer complex immobilized on silica shell-functionalized magnetic nano-Fe3O4 nanocatalyst; In water; for 1.08333h; Reflux;

DOI:10.1016/j.mcat.2020.111311

Reference yield: 80.0%

3-nitro-aniline (99-09-2) + trimethyl orthoformate (149-73-5) → 1-(3-nitrophenyl)-1H-1,2,3,4-tetrazole (14213-10-6)

Guidance literature:

With indium(III) triflate; sodium azide; at 100 ℃; for 2.5h; Neat (no solvent);

DOI:10.1016/j.tetlet.2009.03.131

Reference yield: 19.0%

3-nitro-benzaldehyde (99-61-6) → 1-(3-nitrophenyl)-1H-1,2,3,4-tetrazole (14213-10-6) + 3-nitrobenzonitrile (619-24-9)

Guidance literature:

With trimethylsilylacetylene; zinc(II) chloride; In chloroform; for 20h; Heating;

DOI:10.1016/S0040-4020(01)90003-1

upstream raw materials:

3-nitro-benzaldehyde

orthoformic acid triethyl ester

3-nitro-aniline

trimethyl orthoformate

Downstream raw materials:

N-[4-chloro-3-(trifluoromethyl)phenyl]-2-[3-(1H-tetrazol-1-yl)phenyl]hydrazinecarboxamide

N'-[4-chloro-3-(trifluoromethyl)phenyl]-N-[3-(1H-tetrazol-1-yl)phenyl]glycinamide

(3-tetrazol-1-yl-phenyl)-hydrazine hydrochloride

3-(tetrazol-1-yl)phenylamine

Refernces

• 1、 Mahmoudi, Boshra,Rostami, Amin,Kazemnejadi, Milad,Hamah-Ameen, Baram Ahmed. "Oxidation/ MCR domino protocol for direct transformation of methyl benzene, alcohol, and nitro compounds to the corresponding tetrazole using a three-functional redox catalytic system bearing TEMPO/Co(III)-porphyrin/ Ni(II) complex". . . Retrieved 2020/12/21.
• 2、 Kommu, Nagarjuna,Balaraju,Ghule, Vikas D.,Sahoo, Akhila K.. "Synthetic manifestation of nitro substituted tetrazole-N-(hetero)aryl derivatives and energetic studies". supporting information. p. 7366 - 7371. Retrieved 2017/04/26.