5301-98-4

Basic information

• Product Name: 1H-1,2,3-Triazole, 4-(4-bromophenyl)-
• CAS NO: 5301-98-4
• Molecular Formula: C8H6BrN3
• Molecular Weight: 224.06
• Mol File: 5301-98-4.mol

Chemical Properties

• CAS DataBase Reference: 1H-1,2,3-Triazole, 4-(4-bromophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-1,2,3-Triazole, 4-(4-bromophenyl)-(5301-98-4)
• EPA Substance Registry System: 1H-1,2,3-Triazole, 4-(4-bromophenyl)-(5301-98-4)

Safety Data

• Hazardous Substances Data: 5301-98-4(Hazardous Substances Data)

Usage

Structure

1H-1,2,3-Triazole, 4-(4-bromophenyl)-

Explanation

The structure refers to the arrangement of atoms in the molecule. 1H-1,2,3-Triazole, 4-(4-bromophenyl)- is a triazole derivative with a 4-(4-bromophenyl) substituent attached to the triazole ring.
3. Triazole Derivative

Explanation

A triazole derivative is a compound that contains a triazole ring, which is a five-membered ring with three nitrogen atoms and two carbon atoms.
4. 4-(4-bromophenyl) Substituent

Explanation

The 4-(4-bromophenyl) substituent is a bromine atom attached to a phenyl group (a six-membered carbon ring with alternating single and double bonds), which is in turn attached to the triazole ring at the 4th position.

Explanation

The compound has potential applications in the development of new drugs and bioactive compounds due to its unique structure and properties.

Explanation

The compound can be used as a building block for the creation of diverse molecular structures, making it useful in the synthesis of a wide range of organic compounds.

Explanation

The compound may have biological activities that make it a subject of interest in the field of chemical and biological sciences, potentially leading to new discoveries and applications.

Potential Applications

Medicinal chemistry and pharmaceutical research

Synthesis

Used in the synthesis of various organic compounds

Biological Activities

May exhibit certain biological activities

Upstream product

• 1777-57-7 p-bromobenzoylmethylenetriphenylphosphorane 
• 1122-91-4 4-bromo-benzaldehyde 
• 71559-14-3 2-azido-1-(4-bromophenyl)ethanone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 99-90-1 para-bromoacetophenone 
• 75230-51-2 4-bromoacetophenone tosylhydrazone 
• 3156-37-4 (E)-1-bromo-4-(2-nitrovinyl)benzene 
• 75-52-5 nitromethane 
• 3156-37-4 4-bromo-β-nitrostyrene 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 136350-66-8 1-bromo-4-(2,2-dibromovinyl)benzene 
• 112595-55-8 (2RS,3SR)-2,3-dibromo-3-(4-bromophenyl)propanoic acid 
• 128256-28-0 C₁₄H₁₂Br₂N₂O₂S 

Downstream Products

• 1093878-86-4 4-(4-bromophenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,3-triazole 
• 1093878-87-5 5-(4-bromophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,3-triazole 
• 1093878-88-6 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,3-triazole 
• 1093878-89-7 2-nitro-5-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,3-triazol-4-yl)phenyl]thiophene-3-carboxamide 
• 1093878-90-0 2-amino-5-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,3-triazol-4-yl)phenyl]thiophene-3-carboxamide 
• 1361532-27-5 (4-(4-bromophenyl)-1H-1,2,3-triazol-1-yl)(pyrrolidin-1-yl)methanone 

Relevant articles and documents

Dipolar HCP materials as alternatives to DMF solvent for azide-based synthesis

Hypercrosslinked polymers HCP-DMF and HCP-DMF-SO3H containing abundant and flexible DMF moieties were designed and synthesized. Benefitting from the solvation microenvironment provided by the pseudo-DMF moities, the polar HCPs manifested outstanding performances in the conversions of NaN3 to benzylic azides and 1,2,3-triazoles in EtOH (95%), respectively, avoiding the use of risky DMF and improving the separation processes of the products.

Direct Synthesis of 4-Aryl-1,2,3-triazoles via I2-Promoted Cyclization under Metal- And Azide-Free Conditions

We herein report an iodine-mediated formal [2 + 2 + 1] cyclization of methyl ketones, p-toluenesulfonyl hydrazines, and 1-aminopyridinium iodide for preparation of 4-aryl-NH-1,2,3-triazoles under metal- and azide-free conditions. Notably, this is achieved

Access to (Z)-β-Substituted Enamides from N1-H-1,2,3-Triazoles

A direct ring-opening/nucleophilic substitution reaction of N1-H-1,2,3-triazoles has been described. Divergent (Z)-β-halogen- or sulfonyl-substituted enamides could be stereospecifically synthesized in a tunable manner. This strategy might not only enable

Magnetically separable ZnFe2O4 nanoparticles: A low cost and sustainable catalyst for propargyl amine and NH-triazole synthesis

The multicomponent reaction (MCR) strategy for the construction of important molecular scaffolds is in trending nowadays and among them, A3-coupling stands in a significant position. Aldehyde, amine and alkynes are coupled in this particular reaction via C-H activation process. Herein, we have reported zinc ferrite nanoparticles as magnetically separable heterogeneous catalyst for A3-coupling reaction with attractive attributes like excellent productivity, selectivity and better reusability. Moreover, the catalyst can also be effectively applied for the synthesis of various NH-triazoles with quantitative yields of the products. A plausible mechanism has been proposed for the synthesis of NH-triazoles followed by validation with computational study.

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A new silica supported copper N-heterocyclic carbene (Cu-NHC@SiO2) complex is prepared and characterized by scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX) and X-ray photoelectron spectroscopy (XPS) analyses. This complex is an efficient and easily retrievable catalyst for 1,2,3-triazole synthesis through direct azide-alkyne cycloaddition reaction as well as one-pot reaction using arylboronic acids. This catalytic system is also suitable for synthesis of 4-aryl-NH-1,2,3-triazoles from diverse benzaldehydes. Further, the catalyst can efficiently be recycled up to fifth cycle for all the three methods of 1,2,3-triazole synthesis through direct azide-alkyne cycloaddition and multi-component reactions.

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Iodine-Mediated Condensation–Cyclization of α-Azido Ketones with p-Toluenesulfonyl Hydrazide for Synthesis of 4-Aryl-NH-1,2,3-Triazoles

A molecular iodine mediated condensation–cyclization reaction for the synthesis of 4-aryl-NH-1,2,3-triazoles has been developed from readily available α-azido acetophenones and p-toluenesulfonyl hydrazide. This reaction provides a metal-free strategy for the sequential formation of C–N and N–N bonds in mild condition.

Zinc Oxide Nanoparticles Catalysed One-Pot Three-Component Reaction: A Facile Synthesis of 4-Aryl-NH-1,2,3-Triazoles

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A Cu-catalyzed enantioselective ring-opening/triazolylation reaction is reported. The reaction shows excellent chemoselectivity regarding the three different nitrogen atoms of 1,2,3-triazoles. The optically enriched axially chiral aryl iodides thus obtained were readily derivatized to different types of chiral phosphine ligands and their corresponding copper or palladium complexes.

Metal-Free Cascade [4 + 1] Cyclization Access to 4-Aryl- NH-1,2,3-triazoles from N-Tosylhydrazones and Sodium Azide

A molecular iodine-mediated coupling cyclization reaction for the synthesis of 4-aryl-NH-1,2,3-triazoles has been developed from N-tosylhydrazones and sodium azide. This metal-free cascade [4 + 1] cyclization reaction could rapidly synthesize valuable com