14506-41-3

Basic information

• Product Name: phenyl(2H-tetrazol-5-yl)methanone
• CAS NO: 14506-41-3
• Molecular Formula: C₈H₆N₄O
• Molecular Weight: 174.1594
• Mol File: 14506-41-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 381.2°C at 760 mmHg
• Flash Point: 187.5°C
• Density: 1.387g/cm³
• Vapor Pressure: 5.16E-06mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: phenyl(2H-tetrazol-5-yl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(2H-tetrazol-5-yl)methanone(14506-41-3)
• EPA Substance Registry System: phenyl(2H-tetrazol-5-yl)methanone(14506-41-3)

Safety Data

• Hazardous Substances Data: 14506-41-3(Hazardous Substances Data)

Usage

General Description

Phenyl(2H-tetrazol-5-yl)methanone is a chemical compound with the molecular formula C8H6N4O. It is a ketone derivative containing a phenyl group and a 2H-tetrazol-5-yl group. phenyl(2H-tetrazol-5-yl)methanone has potential applications in pharmaceuticals and organic synthesis. It is known for its ability to form stable complexes with metal ions, making it useful in coordination chemistry and metal-based catalysis. Additionally, its tetrazole moiety has been studied for its potential pharmacological activities in areas such as antimicrobial and antitumor properties. Overall, phenyl(2H-tetrazol-5-yl)methanone is a versatile compound with diverse chemical and pharmaceutical applications.

Upstream product

• 613-90-1 benzoyl cyanide 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 33452-25-4 (1?methyl?1H?tetrazol?5?yl)(phenyl)methanone 
• 1202945-76-3 but-3-yn-1-yl (6-(((((1-methyl-1H-tetrazol-5-yl)(phenyl)methylene)amino)oxy)methyl)pyridin-2-yl)carbamate 
• 119718-87-5 cyano(phenyl)methyl acetate 
• 721-04-0 2-phenoxy-1-phenylethanone 
• 40060-76-2 (±)-phenyl(1H-tetrazol-5-yl)methanol 

Downstream Products

• 84456-99-5 phenyl[5-(p-tolyl)-1,3,4-oxadiazol-2-yl]methanone 
• 19836-23-8 phenyl(5-phenyl-1,3,4-oxadiazol-2-yl)methanone 
• 95899-19-7 C₁₂H₁₄N₈ 
• 95899-13-1 C₁₁H₁₁N₇S 
• 95899-18-6 C₁₁H₁₂N₈ 
• 95898-94-5 phenyl-(5-tetrazolyl)methanamine acetate 
• 132778-86-0 1,2-diphenyl-1,2-bis-(1H-tetrazol-5-yl)-ethane-1,2-diol 
• 43134-03-8 diphenyl(1H-tetrazol-5-yl)methanol 
• 63920-70-7 1H-tetrazole-5-carboxylic acid anilide 
• 18489-25-3 5-benzyl-1H-tetrazole 

Relevant articles and documents

Functionalization of 1 N-Protected Tetrazoles by Deprotonation with the Turbo Grignard Reagent

1N-PMB-protected tetrazole undergoes C-H deprotonation with the turbo Grignard reagent, providing a metalated intermediate with increased stability. This can be used for the reaction with electrophiles such as aldehydes, ketones, Weinreb amides, and iodine. C-H deprotonation with the turbo Grignard reagent is compatible with the PMB-protecting group at the tetrazole, which can be cleaved using oxidative hydrogenolysis and acidic conditions. The method enables the tetrazole functionalization at the fifth position by overcoming the difficulties associated with retro [2 + 3] cycloaddition of the metalated intermediates.

Safe and fast tetrazole formation in ionic liquids

The [2+3] cycloaddition of nitriles and azides is reliable for intramolecular reactions, but the hazards with volatile azides in intermolecular reactions are tremendous. Zinc catalysis in aqueous solution is a magnificent improvement, but requires the removal of the zinc salts from the acidic product. Herein, we report safe solvents featuring low vapor pressure and good solubility of NaN3. Ionic liquids based on alkylated imidazoles combined with microwave heating turned out to be a solution for the given tasks.