Phenyl(2h-tetrazol-5-yl)methanone

Base Information

• Chemical Name: Phenyl(2h-tetrazol-5-yl)methanone
• CAS No.: 14506-41-3
• Molecular Formula: C8H6 N4 O
• Molecular Weight: 174.162
• European Community (EC) Number: 855-836-6
• NSC Number: 139199
• DSSTox Substance ID: DTXSID50932483
• Nikkaji Number: J2.410.788D
• Wikidata: Q82908184
• Mol file: 14506-41-3.mol

Synonyms:14506-41-3;phenyl(2h-tetrazol-5-yl)methanone;5-benzoyl-2H-1,2,3,4-tetrazole;benzoyl-tetrazole;5-benzoyltetrazole;NSC139199;SCHEMBL1694534;SCHEMBL20817266;DTXSID50932483;IYLAFLZKTGDJQK-UHFFFAOYSA-N;AKOS024356972;NSC-139199;CS-0247305;EN300-36380;Z362840684

Chemical Property of Phenyl(2h-tetrazol-5-yl)methanone

Chemical Property:

• Vapor Pressure: 5.16E-06mmHg at 25°C
• Boiling Point: 381.2°C at 760 mmHg
• Flash Point: 187.5°C
• Density: 1.387g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.05416083
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=NNN=N2

Technology Process of Phenyl(2h-tetrazol-5-yl)methanone

There total 8 articles about Phenyl(2h-tetrazol-5-yl)methanone 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:

N-methoxy-N-methylbenzamide (6919-61-5) → phenyl(1H-tetrazol-5-yl)methanone (14506-41-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 0.5 h / -60 °C

1.2: 48 h / 20 °C

2.1: ammonium cerium (IV) nitrate; hydrogen / acetonitrile; water / 3 h

With ammonium cerium (IV) nitrate; hydrogen; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/acs.joc.1c02926

Reference yield:

benzoyl cyanide (613-90-1) → phenyl-2H-tetrazol-5-yl-methanone (14506-41-3)

Guidance literature:

With sodium azide; ionic liquid; acetic acid; at 140 ℃; for 24h;

DOI:10.1016/j.tet.2006.10.057

Reference yield:

but-3-yn-1-yl (6-(((((1-methyl-1H-tetrazol-5-yl)(phenyl)methylene)amino)oxy)methyl)pyridin-2-yl)carbamate (1202945-76-3) → phenyl(1H-tetrazol-5-yl)methanone (14506-41-3)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphoric acid / acetonitrile; water / 1 h / pH 3 / Irradiation; Inert atmosphere

2: phosphoric acid; oxygen / acetonitrile; water / 0.17 h / pH 3 / Irradiation

With phosphoric acid; oxygen; In water; acetonitrile;

DOI:10.1039/c5ra24936h

upstream raw materials:

(±)-phenyl(1H-tetrazol-5-yl)methanol

2-phenoxy-1-phenylethanone

cyano(phenyl)methyl acetate

but-3-yn-1-yl (6-(((((1-methyl-1H-tetrazol-5-yl)(phenyl)methylene)amino)oxy)methyl)pyridin-2-yl)carbamate

Downstream raw materials:

phenyl-(5-tetrazolyl)methanamine acetate

phenyl[5-(p-tolyl)-1,3,4-oxadiazol-2-yl]methanone

phenyl(5-phenyl-1,3,4-oxadiazol-2-yl)methanone

C₁₂H₁₄N₈

Refernces

• 1、 Fréneau, Maxime,De Sainte Claire, Pascal,Hoffmann, Norbert,Vors, Jean-Pierre,Geist, Julie,Euvrard, Michel,Richard, Claire. "Phototransformation of tetrazoline oxime ethers: Photoisomerization vs. photodegradation". . p. 5512 - 5522. Retrieved 2016/02/05.