16687-61-9

Basic information

• Product Name: 5-(4-CHLOROPHENYL)-1H-TETRAZOLE
• Synonyms: 5-(4-CHLOROPHENYL)-2H-1,2,3,4-TETRAAZOLE;5-(4-CHLORO-PHENYL)-2H-TETRAZOLE;5-(4-CHLOROPHENYL)-1H-TETRAZOLE;SALOR-INT L307904-1EA;5-(4-CHLOROPHENYL)-1H-TETRAZOLE, 98+%;1H-Tetrazole, 5-(4-chlorophenyl)-;5-(p-Chlorophenyl)-1H-tetrazole;5-(p-Chlorophenyl)tetrazole
• CAS NO: 16687-61-9
• Molecular Formula: C₇H₅ClN₄
• Molecular Weight: 180.59
• Mol File: 16687-61-9.mol
• Article Data: 142

Chemical Properties

• Melting Point: 262-264°C
• Boiling Point: 356.2 °C at 760 mmHg
• Flash Point: 200.4 °C
• Appearance: /
• Density: 1.448 g/cm³
• Vapor Pressure: 2.98E-05mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 3.95±0.10(Predicted)
• BRN: 140053
• CAS DataBase Reference: 5-(4-CHLOROPHENYL)-1H-TETRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-CHLOROPHENYL)-1H-TETRAZOLE(16687-61-9)
• EPA Substance Registry System: 5-(4-CHLOROPHENYL)-1H-TETRAZOLE(16687-61-9)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 16687-61-9(Hazardous Substances Data)

Usage

General Description

5-(4-Chlorophenyl)-1H-tetrazole is a chemical compound that falls under the category of organochlorides and significant in organic chemistry. It plays a crucial role in various chemical reactions due to its unique molecular structure. It consists of a tetrazole ring, which is a heterocyclic compound with four nitrogen atoms and one carbon atom, attached to a chlorophenyl group. The chlorophenyl group contains a benzene ring with one hydrogen atom replaced by chlorine. Due to the presence of chlorine, this chemical has potential applications in pharmaceuticals, agrochemicals, dyes, and other chemical industries. As with other chemicals, it should be handled carefully to avoid any potential hazards or toxic effects.

InChI:InChI=1/C7H5ClN4/c8-6-3-1-5(2-4-6)7-9-11-12-10-7/h1-4H,(H,9,10,11,12)

Upstream product

• 637-87-6 1-Chloro-4-iodobenzene 
• 623-03-0 4-Cyanochlorobenzene 
• 4648-54-8 trimethylsilylazide 
• 104-88-1 4-chlorobenzaldehyde 
• 1679-18-1 4-Chlorophenylboronic acid 
• 106-43-4 para-chlorotoluene 
• 106-47-8 4-chloro-aniline 
• 106-39-8 bromochlorobenzene 
• 67-68-5 dimethyl sulfoxide 
• 873-76-7 para-Chlorobenzyl alcohol 
• 3717-24-6 4-chlorobenzaldehyde oxime 
• 3848-36-0 4-chlorobenzaldoxime 
• 2521-24-6 4-chlorothiobenzamide 
• 619-56-7 4-chlorobenzamide 

Downstream Products

• 124313-48-0 3-[5-(4-Chloro-phenyl)-tetrazol-2-yl]-propionitrile 
• 117594-35-1 N-[1-[5-(4-Chloro-phenyl)-tetrazol-2-yl]-1-phenyl-meth-(Z)-ylidene]-N'-(4-nitro-phenyl)-hydrazine 
• 117594-24-8 N-[1-[5-(4-Chloro-phenyl)-tetrazol-1-yl]-1-phenyl-meth-(Z)-ylidene]-N'-(4-nitro-phenyl)-hydrazine 
• 69746-35-6 5-(4′-chlorophenyl)-2-methyltetrazole 
• 69746-30-1 5-(4-chlorophenyl)-1-methyl-1H-tetrazole 
• 97240-97-6 (4-Bromo-2,6-dimethyl-phenyl)-[5-(4-chloro-phenyl)-tetrazol-2-yl]-methanone oxime 
• 97240-93-2 [5-(4-Chloro-phenyl)-tetrazol-2-yl]-(2,6-dimethyl-phenyl)-methanone oxime 
• 97240-85-2 [5-(4-Chloro-phenyl)-tetrazol-2-yl]-(4-methoxy-2,6-dimethyl-phenyl)-methanone oxime 
• 113246-33-6 N-[5-(4-Chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-N-phenyl-N'-[1-phenyl-meth-(Z)-ylidene]-hydrazine 
• 113246-30-3 5-(4-Chloro-phenyl)-tetrazole-2-carboxylic acid N-phenyl-N'-[1-phenyl-meth-(E)-ylidene]-hydrazide 
• 97240-89-6 [5-(4-Chloro-phenyl)-tetrazol-2-yl]-(2,4,6-trimethyl-phenyl)-methanone oxime 
• 97241-01-5 [5-(4-Chloro-phenyl)-tetrazol-2-yl]-(3,5-dichloro-2,4,6-trimethyl-phenyl)-methanone oxime 

Relevant articles and documents

Fe3O4/ZnS hollow nanospheres: A highly efficient magnetic heterogeneous catalyst for synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide

An efficient route for the synthesis of 5-substituted 1H-tetrazole via [2+3] cycloaddition of nitriles and sodium azide is reported using Fe 3O4/ZnS hollow nanospheres as a magnetic separable heterogeneous catalyst. The catalyst is very efficient, affording excellent yields and can be reused for several circles. In addition, the Fe 3O4 inner shell exhibits magnetism, making the catalyst easily separated by a magnet. The catalyst can be easily separated by a magnet for further reuse. After reused for three times, the catalytic activity can maintain 90% of the initial value and exhibits good magnetism. Copyright

Mesoporous AlPO4: A highly efficient heterogeneous catalyst for synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide via [3 + 2] cycloaddition

The mesoporous AlPO4 with high surface area and fine mesoporous structure was prepared by a soft template method and showed excellent catalytic performance for synthesis of 5-substituted 1H-tetrazoles from various nitriles and sodium azide with

[Cu(phen)(PPh3)2]NO3-catalyzed microwave-assisted green synthesis of 5-substituted 1H-tetrazoles

Abstract: An efficient synthetic methodology for construction of 5-substituted 1H-tetrazoles under microwave irradiation in green medium is described. With [Cu(phen)(PPh3)2]NO3 as catalyst and H2O-isopropyl alcohol (IPA) as reaction medium, various substituted nitriles underwent (3?+?2) cycloaddition reaction with NaN3 under microwave irradiation to provide corresponding 5-substituted 1H-tetrazoles in high yield. This method is not only efficient and general but also benefits from high functional group tolerance. This environmentally friendly synthetic methodology is visualized as an alternative to existing procedures, providing a simple route to privileged scaffolds.

A robust and recyclable ionic liquid-supported copper(II) catalyst for the synthesis of 5-substituted-1H-tetrazoles using microwave irradiation

Abstract: A novel and robust ionic liquid-supported copper(II) catalyst has been developed and explored for the efficient synthesis of 5-substituted-1H-tetrazoles using microwave irradiation. The ionic liquid-supported catalyst facilitated the efficient isolation of tetrazole products with high purity by simple extraction with organic solvent. Recovered ionic liquid-supported copper(II) catalyst could be recycled for three times for the synthesis of tetrazole products with high purity. This synthetic protocol offers a very clean, convenient, and microwave-assisted environment-friendly method for the efficient synthesis of 5-substituted-1H-tetrazoles with high yield. Graphic abstract: [Figure not available: see fulltext.].

Synthesis and characterization of magnetic Fe3O4@Creatinine@Zr nanoparticles as novel catalyst for the synthesis of 5-substituted 1H-tetrazoles in water and the selective oxidation of sulfides with classical and ultrasonic methods

Tetrazoles and sulfoxide compounds have a wide range of applications in industries and are of great expectation to be environmentally friendly and cost-effective. This paper reports the introduction of zirconium supported on Fe3O4 na

Sustainable and recyclable magnetic nanocatalyst of 1,10-phenanthroline Pd(0) complex in green synthesis of biaryls and tetrazoles using arylboronic acids as versatile substrates

A magnetic nanocatalyst was purveyed as a heterogeneous recoverable palladium-based catalyst anchored on green, sustainable and phosphine free support. Resulted Fe3O4@SiO2-Phen-Pd(0) nanocatalyst bearing powerful phenanthroline ligand was thoroughly characterized by physicochemical approaches like UV–vis, FT-IR, EDX, XRD, TGA, ICP, VSM, DLS, FESEM, and TEM analyses. After finding trustable data, the obtained magnetic catalyst was considered to be applied in the Suzuki-Miyaura type C-C couplings and getting corresponding tetrazoles using arylboronic acid derivatives as alternate precursors of aromatic halides and stupendous data were observed.

The anchoring of a Cu(ii)-salophen complex on magnetic mesoporous cellulose nanofibers: green synthesis and an investigation of its catalytic role in tetrazole reactions through a facile one-pot route

Today, most synthetic methods are aimed at carrying out reactions under more efficient conditions and the realization of the twelve principles of green chemistry. Due to the importance and widespread applications of tetrazoles in various industries, especially in the field of pharmaceutical chemistry, and the expansion of the use of nanocatalysts in the preparation of valuable chemical reaction products, we decided to use an (Fe3O4@NFC@NSalophCu)CO2H nanocatalyst in this project. In this study, the synthesis of the nanocatalyst (Fe3O4@NFC@NSalophCu)CO2H was explained in a step-by-step manner. Confirmation of the structure was obtained based on FT-IR, EDX, FE-SEM, TEM, XRD, VSM, DLS, TGA, H-NMR, and CHNO analyses. The catalyst was applied to the synthesis of 5-substituted-1H-tetrazole and 1-substituted-1H-tetrazole derivatives through multi-component reactions (MCRs), and the performance was assessed. With advances in science and technology and increasing environmental pollution, the use of reagents and methods that are less dangerous for the environment has received much attention. Therefore, following green chemistry principles, with the help of the (Fe3O4@NFC@NSalophCu)CO2H salen complex as a nanocatalyst that is recyclable, cheap, safe, and available, the use of water as a green solvent, and reduced reaction times, the synthesis of tetrazoles can be achieved.