552846-23-8

Basic information

• Product Name: 1-(4-(5H-tetrazol-5-yl)phenyl)ethanone
• Synonyms: 1-(4-(5H-tetrazol-5-yl)phenyl)ethanone;Ethanone, 1-[4-(1H-tetrazol-5-yl)phenyl]-
• CAS NO: 552846-23-8
• Molecular Formula: C₉H₈N₄O
• Molecular Weight: 188.18602
• Mol File: 552846-23-8.mol
• Article Data: 41

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 1-(4-(5H-tetrazol-5-yl)phenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-(5H-tetrazol-5-yl)phenyl)ethanone(552846-23-8)
• EPA Substance Registry System: 1-(4-(5H-tetrazol-5-yl)phenyl)ethanone(552846-23-8)

Safety Data

• Hazardous Substances Data: 552846-23-8(Hazardous Substances Data)

Usage

General Description

1-(4-(5H-tetrazol-5-yl)phenyl)ethanone is a chemical compound with the molecular formula C10H9N5O. It is also known as TPPO and is commonly used as a reagent in organic synthesis and pharmaceutical research. It contains a tetrazole ring, which gives it unique chemical properties and makes it useful in various applications. TPPO is a white to slightly yellow solid that is soluble in organic solvents and has a melting point of around 116-118°C. It is an important building block for the synthesis of various biologically active compounds and pharmaceuticals. Additionally, it has been studied for its potential use in the treatment of various diseases and conditions.

Upstream product

• 1443-80-7 4-cyanophenyl methyl ketone 
• 99-90-1 para-bromoacetophenone 
• 3457-45-2 p-formylacetophenone 
• 67-68-5 dimethyl sulfoxide 
• 149104-90-5 4-acetylphenylboronic acid 

Downstream Products

• 1268102-24-4 fac-[Re(2,2'-bipyridine)(CO)3(5-(4-acetylphenyl)tetrazolate)] 
• 1268102-25-5 fac-[Re(1,10-phenanthroline)(CO)3(5-(4-acetylphenyl)tetrazolate)] 

Relevant articles and documents

Coupling ofN-tosylhydrazones with tetrazoles: synthesis of 2-β-d-glycopyranosylmethyl-5-substituted-2H-tetrazole type glycomimetics

Coupling reactions ofO-peracylated 2,6-anhydro-aldose tosylhydrazones (C-(β-d-glycopyranosyl)formaldehyde tosylhydrazones) with tetrazoles were studied under metal-free conditions using thermic or microwave activation in the presence of different bases. The reactions proved highly regioselective and gave the corresponding, up-to-now unknown 2-β-d-glycopyranosylmethyl-2H-tetrazoles in 7-67% yields. The method can be applied to get new types of disaccharide mimetics, 5-glycosyl-2-glycopyranosylmethyl-2H-tetrazoles, as well. Galectin binding studies withC-(β-d-galactopyranosyl)formaldehyde tosylhydrazone and 2-(β-d-galactopyranosylmethyl)-5-phenyl-2H-tetrazole revealed no significant inhibition of any of these lectins.

Igneous rock powder as a heterogeneous multi-oxide nano-catalyst for the synthesis of 5-substituted-1H-tetrazoles in polyethylene glycol

The use of igneous rock nano-powder as a heterogeneous and recyclable multi-oxide nano-catalyst synthesizing of 5-substituted-1H-tetrazoles is reported. The igneous rock nano-powder was initially prepared by using the ball-milling method. Then, the structure, morphology, and magnetic properties of the prepared igneous rock nano-powder were characterized with some different spectroscopic, microscopic, and thermogravimetric techniques, such as FTIR, FESEM, XRF, XRD, Histogram, and EDS. The instrumental analyses showed that the prepared igneous rock powder is a mixture of metal oxides, such as Si, Al, Ca, Mg, Fe, Na, Mn, and Sr. It showed an excellent catalytic performance in synthesizing of 5-substituted-1H-tetrazoles through [3 + 2] cycloaddition reaction between sodium azide and nitrile compounds. Various aliphatic and aromatic nitriles and sodium azide were reacted in the presence of a catalytic amount of igneous rock nano-powder at 80 o C temperature in PEG-400. The protocol was simple and rapid, with suitable yields of the obtained tetrazoles. The igneous rock nano-powder is readily accessible, reusable, and holds potential for further application in acid-catalyzed organic syntheses and industrial requirements. Graphic abstract: [Figure not available: see fulltext.]

TMSN3-Bu2Sn(OAc)2: A modified and mild reagent system for Wittenberger tetrazole-synthesis

Treatments of various nitriles with TMSN3 and Bu2Sn(OAc)2 at 30 °C in benzene for 60 h yielded the corresponding 5-substituted 1H-tetrazoles in good to excellent yields. This method is a mild and efficient alternative reagent system for Wittenberger tetrazole-synthesis that uses TMSN3 and Bu2SnO in toluene at high temperature (93–110 °C) for 24–72 h.