74815-22-8

Basic information

• Product Name: 4-(1H-TETRAZOL-5-YL)BENZALDEHYDE
• Synonyms: 4-(1H-TETRAZOL-5-YL)BENZALDEHYDE;4-(2H-TETRAZOL-5-YL)-BENZALDEHYDE;4-(5-TETRAZOLYL)-BENZALDEHYDE;4-(Tetrtazole-5-yl)benzaldehyde;4-(1H-1,2,3,4-tetrazol-5-yl)benzaldehyde;4-(1H-Tetraazol-5-yl)benzaldehyde;4-(2H-1,2,3,4-tetrazol-5-yl)benzaldehyde
• CAS NO: 74815-22-8
• Molecular Formula: C₈H₆N₄O
• Molecular Weight: 174.16
• Product Categories: Aldehydes;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 74815-22-8.mol
• Article Data: 48

Chemical Properties

• Melting Point: 182-184 °C
• Boiling Point: 409 °C at 760 mmHg
• Flash Point: 203.2 °C
• Appearance: /
• Density: 1.4 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.78±0.10(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 4-(1H-TETRAZOL-5-YL)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1H-TETRAZOL-5-YL)BENZALDEHYDE(74815-22-8)
• EPA Substance Registry System: 4-(1H-TETRAZOL-5-YL)BENZALDEHYDE(74815-22-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 74815-22-8(Hazardous Substances Data)

Usage

General Description

The chemical 4-(1H-tetrazol-5-yl)benzaldehyde is a compound that consists of a benzene ring with a tetrazole ring attached to it at the 4-position, as well as an aldehyde functional group at the 1-position. It is commonly used in organic synthesis and pharmaceutical research, particularly in the development of pharmaceutical drugs. The tetrazole ring provides unique properties to the compound, including its ability to act as a bioisostere for carboxylic acid groups in drug design. This makes 4-(1H-tetrazol-5-yl)benzaldehyde a valuable building block for the synthesis of diverse pharmaceutical compounds. Additionally, the aldehyde functional group can undergo various chemical reactions, further expanding the potential applications of this compound in organic chemistry.

Upstream product

• 501126-02-9 C₈H₈N₄O 
• 623-27-8 terephthalaldehyde, 
• 87199-17-5 4-formylphenylboronic acid, 
• 67-68-5 dimethyl sulfoxide 
• 179942-55-3 (4-(1H-tetrazol-5-yl)phenyl)boronic acid 
• 298-12-4 Glyoxilic acid 
• 4897-84-1 Methyl 4-bromobutyrate 
• 539-74-2 Ethyl 3-bromopropionate 
• 1122-91-4 4-bromo-benzaldehyde 
• 105-07-7 4-cyanobenzaldehyde 

Downstream Products

• 1268102-22-2 fac-[Re(1,10-phenanthroline)(CO)₃Tbdz] 
• 1268102-20-0 fac-[Re(2,2′-bipyridine)(CO)₃Tbdz] 

Relevant articles and documents

Microwave Assisted Synthesis of 5-[4-(3-Phenyl-4,5-dihydro-1H-pyrazol-5-yl)phenyl]-1H-tetrazole Derivatives and Their Antimicrobial Activity

In the present study, we report the synthesis of 5-[4-(3-phenyl-4,5-dihydro-1H-pyrazol-5-yl)phenyl]-1H-tetrazole derivatives by the Michael addition of chalcones to hydrazine hydrate in presence of acetic acid under conventional heating and microwave irradiation. All the synthesized compounds are characterized by IR, NMR, and mass spectra. The products are screened for their in vitro antimicrobial activity against strains such as Staphylococcus aurous, Bacillus subtilis, Klebsiella pneumonia, Escherichia coli, Aspergillus Niger, Aspergillus flavus, and Fusarium oxysporum. Most of the compounds exhibit high activity.

A Synergistic Magnetically Retrievable Inorganic-Organic Hybrid Metal Oxide Catalyst for Scalable Selective Oxidation of Alcohols to Aldehydes and Ketones

Herein, we report a synergistic silica coated magnetic Fe3O4 catalyst functionalized with nitrogen rich organic moieties and immobilized with cobalt metal ion (FNP-5) for selective oxidation of alcohols to aldehydes and ketones using tert-butyl hydroperoxide (TBHP) as oxidant. The catalyst was rigorously characterized via several techniques which delineate its core-shell structure, magnetic behavior, phase and crystal structure. The Co(III) acts as the active catalytic center for selective oxidation reaction. The control reactions revealed radical mechanistic pathway assisted by the synergism induced by the inorganic-organic hybrid nature of FNP-5. The other features of current protocol involve neat reaction conditions, high TOF values, scalability of product and low E-factor value (1.92). Moreover, FNP-5 could be effortlessly separated via an external magnet, displays recyclability over eight catalytic cycles and exhibits structural integrity even after rigorous use. Overall, these results manifest the understanding of synergistic architectures as sustainable surrogates for selective oxidation reactions.

An efficient Cu/functionalized graphene oxide catalyst for synthesis of 5-substituted 1H-tetrazoles

The copper nanoparticles (Cu NPs) and amide functionalized graphene oxide (Cu-Amd-RGO) catalyst were prepared. This prepared catalyst (Cu-Amd-RGO) used for the synthesis of tetrazole derivatives. The catalyst (Cu-Amd-RGO) was characterized by field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FTIR), and X-ray diffraction analysis (XRD). The average particle size of Cu was found to be 7.6?nm. The Cu-Amd-RGO catalyst exhibited excellent catalytic activity and recyclability for synthesis of tetrazoles.