41421-28-7

Basic information

• Product Name: 5-(3-CHLOROPHENYL)-1H-TETRAZOLE
• Synonyms: SALOR-INT L307882-1EA;5-(3-CHLOROPHENYL)TETRAZOLE;5-(3-CHLOROPHENYL)-1H-TETRAZOLE, 98+%;5-(m-Chlorophenyl)-1H-tetrazole;BUTTPARK 100\02-71;5-(3-CHLOROPHENYL)-1H-TETRAZOLE;5-(3-CHLORO-PHENYL)-2H-TETRAZOLE
• CAS NO: 41421-28-7
• Molecular Formula: C₇H₅ClN₄
• Molecular Weight: 180.59
• Mol File: 41421-28-7.mol

Chemical Properties

• Melting Point: 139-140°C
• Boiling Point: 372.8°Cat760mmHg
• Flash Point: 211°C
• Appearance: /
• Density: 1.448g/cm³
• Vapor Pressure: 9.35E-06mmHg at 25°C
• BRN: 140081
• CAS DataBase Reference: 5-(3-CHLOROPHENYL)-1H-TETRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-CHLOROPHENYL)-1H-TETRAZOLE(41421-28-7)
• EPA Substance Registry System: 5-(3-CHLOROPHENYL)-1H-TETRAZOLE(41421-28-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot
• Hazardous Substances Data: 41421-28-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
5-(3-CHLOROPHENYL)-1H-TETRAZOLE is used as a chemical intermediate for the development of new drugs due to its unique chemical properties and potential to form stable complexes with various biological targets.
Used in Agrochemicals:
In the agrochemical industry, 5-(3-CHLOROPHENYL)-1H-TETRAZOLE is used as a building block for the synthesis of novel compounds with potential applications in pest control and crop protection, leveraging its ability to create stable and effective agrochemical formulations.
Used in Materials Science:
5-(3-CHLOROPHENYL)-1H-TETRAZOLE is utilized as a component in the development of advanced materials, such as high-energy materials or those with specific electronic properties, due to its stability and reactivity.
The precise role and applications of 5-(3-CHLOROPHENYL)-1H-TETRAZOLE are still being explored in various fields of chemistry and related disciplines, indicating its potential for future discoveries and innovations.

InChI:InChI=1/C7H4ClN4/c8-6-3-1-2-5(4-6)7-9-11-12-10-7/h1-4H/q-1

Upstream product

• 625-99-0 3-iodochlorobenzene 
• 766-84-7 3-chloro-benzonitrile 
• 34158-71-9 3-chlorobenzaldehyde oxime 
• 587-04-2 m-Chlorobenzaldehyde 
• 618-48-4 3-chlorobenzamide 
• 108-37-2 1-bromo-3-chlorobenzene 

Downstream Products

• 92712-20-4 2-(1'-iodopropyn-3'-yl)-5-(m-chlorophenyl)tetrazole 
• 1077627-05-4 ethyl (Z)-3-[5-(3-chlorophenyl)-1H-tetrazol-1-yl]propenoate 
• 1077626-97-1 ethyl (E)-3-[5-(3-chlorophenyl)-1H-tetrazol-1-yl]propenoate 
• 79442-06-1 phenyl-2 (chloro-3 phenyl)-5 oxadiazole-1,3,4 
• 863713-21-7 2-(3-{[tert-butyl(dimethyl)silyl]oxy}-1-methylpropyl)-5-(3-chlorophenyl)-2H-tetrazole 
• 90278-24-3 5-(3-chloro-phenyl)-1-methyl-1H-tetrazole 
• 90278-25-4 5-(3′-chlorophenyl)-2-methyltetrazole 
• 91658-57-0 [5-(3-Chloro-phenyl)-tetrazol-1-yl]-phenyl-methanone 
• 91658-62-7 [5-(3-Chloro-phenyl)-tetrazol-2-yl]-phenyl-methanone 
• 41420-93-3 2-(3-chlorophenyl)-5-methyl-1,3,4-oxadiazole 

Relevant articles and documents

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

Fe3O4@L-lysine-Pd(0) organic–inorganic hybrid: As a novel heterogeneous magnetic nanocatalyst for chemo and homoselective [2 + 3] cycloaddition synthesis of 5-substituted 1H-tetrazoles

An efficient and sustainable synthetic protocol has been presented to synthesis and 5-substituted 1H-tetrazole privileged heterocyclic substructures. The synthetic protocol involves two-component reaction between aryl nitriles and NaN3 in water using complex of L-lysine-palladium nanoparticles (NPs) modified Fe3O4 nanoparticles as magnetically separable, recyclable, and reusable heterogeneous catalyst. Magnetically retrievable L-lysine-Pd(0) modified Fe3O4 nanoparticles were applied in [2 + 3] cycloaddition synthesis of 5-substituted 1H-tetrazoles. The advantages of this strategy include easy recovery and efficient reusability of the expensive Pd NPs, obtaining high yields of [2 + 3] cycloaddition, short reaction times, and all of the reported synthetic strategies are being performed in water as green solvent for a wide range of substrates.

Synthesis and Characterization of Magnetic Functionalized Ni and Cu Nano Catalysts and Their Application in Oxidation, Oxidative Coupling and Various Multi-Component Reactions

Abstract: Two magnetic nano catalysts of nickel and copper, Fe3O4@SiO2@DOP-BenPyr-M(II), (M=Ni and Cu) have been synthesized. These catalysts were applied as recoverable, efficient and new heterogeneous catalysts for the high yielding and room temperature one-pot procedure of selective oxidation of sulfides to sulfoxides and oxidative coupling of thiols to disulfides. In addition, the catalytic activity of Fe3O4@SiO2@DOP-BenPyr-Ni(II) was investigated as heterogeneous nanocatalyst for synthesis of 2,3-dihydroquinazolin-4(1H)-ones, 5-substituted 1H-tetrazoles and polyhydroquinolines. The synthesized catalysts were characterized by FT-IR, TGA, XRD, VSM, EDX, ICP and SEM techniques. These catalysts were recovered by an external magnet and reused several times without significant loss of catalytic efficiency. Graphic Abstract: [Figure not available: see fulltext.]

Fabricated copper catalyst on biochar nanoparticles for the synthesis of tetrazoles as antimicrobial agents

Biochar is a carbon-rich solid which its surface was covered by high density of carbonyl, hydroxyl and carboxylic acid functional groups. In this work, biochar nanoparticles were prepared from pyrolysis of chicken manure and further a new copper catalyst

Copper and nickel immobilized on cytosine@MCM-41: as highly efficient, reusable and organic–inorganic hybrid nanocatalysts for the homoselective synthesis of tetrazoles and pyranopyrazoles

In this work, a green approach is reported for efficient synthesis of biologically active tetrazole and pyranopyrazole derivatives in the presence of Cu-Cytosine@MCM-41 and Ni-Cytosine@MCM-41 (copper (II) and nickel (II) catalyst on the modified MCM-41 us

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.].

Palladium fabricated on boehmite as an organic-inorganic hybrid nanocatalyst for C-C cross coupling and homoselective cycloaddition reactions

Herein, boehmite nanoparticles were prepared using an aqueous solution of NaOH and Al(NO3)3?9H2O at room temperature. After modification of the boehmite nanoparticle (BNP) surface by 3-choloropropyltrimtoxysilane (CPTMS), adenine was anchored on the surface. Finally, a complex of palladium was fabricated on the BNP surface (Pd-adenine@boehmite). The obtained nanoparticles were identified by TGA, FT-IR, BET, EDS, WDX, SEM, XRD and AAS techniques. In continuation, the Pd-adenine@boehmite was employed as an efficient, reusable and organic-inorganic hybrid catalyst in the C-C cross coupling reactions without a phosphine ligand or an inert atmosphere. Moreover, the homoselective synthesis of tetrazoles was studied in the presence of Pd-adenine@boehmite as a heterogeneous and practical nanocatalyst which can be recovered and reused in the described organic reactions. Besides, organic products which were isolated in suitable TOF and TON numbers in the presence of Pd-adenine@boehmite as a catalyst revealed the practicality of this catalyst. The heterogeneous nature of this catalyst was confirmed by TEM, EDS, WDX, AAS, and FT-IR techniques and, then, compared to the fresh catalyst.

Copper-based catalysts derived from salen-type ligands: Synthesis of 5-substituted-1: H-tetrazoles via [3+2] cycloaddition and propargylamines via A3-coupling reactions

Base-metal copper(ii) complexes derived from unsymmetrical salen-type ligands were designed and synthesized using ligands L1H to L4H in moderate yield. The synthesized unsymmetrical ligands L1H to L4H and the corresponding copper complexes (1-4) were characterized by UV-visible, IR and ESI-MS spectroscopic studies. Molecular structures of complexes 1, 2 and 4 were determined by X-ray crystallography. Copper complexes 1-4 were employed as catalysts for [3+2] cycloaddition and A3-coupling reactions. The mutual approach of salen-type ligands and metals via active participation of ligands allow to achieve the catalytic reactions. Reaction pathways were proposed and possible intermediate species during the catalytic cycle were successfully characterized by ESI-MS spectroscopic studies. This journal is

Boehmite@SiO2@ Tris (hydroxymethyl)aminomethane-Cu(I): a novel, highly efficient and reusable nanocatalyst for the C-C bond formation and the synthesis of 5-substituted 1H-tetrazoles in green media

In this work, a versatile protocol was introduced for the preparation of a new Cu(I) supported complex on Silica supported boehmite nanoparticles (Boehmite@SiO2@Tris-Cu(I)). The structure of the catalyst was comprehensively characterized using

Biosynthesis of Pd/MnO2 nanocomposite using Solanum melongena plant extract and its application for the one-pot synthesis of 5-substituted 1H-tetrazoles from aryl halides

In this work, for the first time, Solanum melongena plant extract was used for the green synthesis of Pd/MnO2 nanocomposite via reduction osf Pd(II) ions to Pd(0) and their immobilization on the surface of manganese dioxide (MnO2) nanoparticles (NPs) as an effective support. The synthesized nanocomposite were characterized by various analytical techniques such as Fourier transform infrared (FT-IR), X-ray diffraction (XRD), transmission electron microscopy (TEM), field emission scanning electron microscopy (FESEM), energy dispersive X-ray spectroscopy (EDS) and UV–Vis spectroscopy. The catalytic activity of Pd/MnO2 nanocomposite was used as a heterogeneous catalyst for the one-pot synthesis of 5-substituted 1H-tetrazoles from aryl halides containing various electron-donating or electron-withdrawing groups in the presence of K4[Fe (CN)6] as non-toxic cyanide source and sodium azide. The products were obtained in good yields via a simple methodology and easy work-up. The nanocatalyst can be recycled and reused several times with no remarkable loss of activity.