34114-12-0

Usage

Uses

Used in Military Ordnance:
4-(2H-1,2,3,4-TETRAAZOL-5-YL)BENZOIC ACID is used as a secondary explosive in the manufacture of munitions for its high stability and resistance to shock and heat, making it ideal for military applications.
Used in Improvised Explosive Devices:
Due to its high potential for use in improvised explosive devices, 4-(2H-1,2,3,4-TETRAAZOL-5-YL)BENZOIC ACID is utilized in scenarios where high-energy explosives are required, taking advantage of its powerful detonation performance.
Used in Industrial Applications:
In the industrial sector, 4-(2H-1,2,3,4-TETRAAZOL-5-YL)BENZOIC ACID is used to enhance the performance of other explosives, capitalizing on its high nitrogen content and detonation capabilities.
Used in Combination with Other Explosives:
4-(2H-1,2,3,4-TETRAAZOL-5-YL)BENZOIC ACID is used in combination with other explosives to improve their overall performance, leveraging its high-energy output for more effective blasting operations.
Special Handling and Storage:
Given its high sensitivity to friction, impact, and electrostatic discharge, 4-(2H-1,2,3,4-TETRAAZOL-5-YL)BENZOIC ACID requires careful handling and storage measures to prevent accidental detonation, underscoring its role in safety-critical applications within the military and industrial sectors.

InChI:InChI=1/C8H6N4O2/c13-8(14)6-3-1-5(2-4-6)7-9-11-12-10-7/h1-4,13-14H/p-2

Upstream product

• 82544-82-9 methyl 4-(1H-tetrazole-5-yl)benzoate 
• 619-65-8 4-cyanobenzoic Acid 
• 82544-82-9 5-tetrazole 

Downstream Products

• 92712-29-3 2-(1'-iodopropyn-3'-yl)-5-(p-carboxyphenyl)tetrazole 
• 143330-31-8 4-[4-(2H-tetrazol-5-yl)benzoylamino]benzoic acid 
• 211943-80-5 methyl 4-(2′-methyl-2′H-tetrazol-5′-yl)benzoate 
• 1413286-14-2 C₂₄H₂₆Cl₂N₆O₂ 

Relevant academic research and scientific papers

Assembly of super-supertetrahedral metal-organic clusters into a hierarchical porous cubic framework

A porous framework comprising a super-supertetrahedral metal-organic cluster building block has been synthesized. Its cubic framework represents a multi-level hierarchical architecture and also possesses an interesting magnetic property.

PROCESS FOR PREPARING 5-SUBSTITUTED-1H-TETRAZOLES IN AQUEOUS BETAINE SOLUTION

The present invention relates to a method for manufacturing 5-substituted-1H-tetrazole in an aqueous betaine solution. More specifically, the present invention relates to a method for manufacturing 5-substituted-1H-tetrazole which comprises: a step of con

Allylic oxidation of olefins with a manganese-based metal-organic framework

Selective oxidation of olefins to α,β-unsaturated ketones under mild reaction conditions has attracted considerable interest, since α,β-unsaturated ketones can serve as synthetic precursors for various downstream chemical products. The major inherent challenges with this chemical oxidation are chemo- and regio-selectivity as well as environmental concerns, i.e. catalyst recycle, safety and cost. Using atmospheric oxygen as an environmentally friendly oxidant, we found that a metal-organic framework (MOF) constructed with Mn and a tetrazolate ligand (CPF-5) showed good activity and selectivity for the allylic oxidation of olefins to α,β-unsaturated ketones. Under the optimized conditions, we could achieve 98% conversion of cyclohexene and 87% selectivity toward cyclohexanone. The combination of a substoichiometric amount of TBHP (tert-butylhydroperoxide) and oxygen not only provides a cost effective oxidation system but significantly enhances the selectivity to α,β-unsaturated ketones, outperforming most reported oxidation methods. This catalytic system is heterogeneous in nature, and CPF-5 could be reused at least five times without a significant decrease in its catalytic activity and selectivity.

Tin-Catalyzed Synthesis of 5-Substituted 1H-Tetrazoles from Nitriles: Homogeneous and Heterogeneous Procedures

The preparation of 5-substituted 1H-tetrazoles was efficiently achieved by reaction of trimethylsilylazide with nitriles using a triorganotin alkoxide precatalyst. The reaction mechanism was first investigated using a homogeneous tributyltin derivative and was explored through experimental investigations and DFT calculations. A heterogeneous version was then developed using a polymer-supported organotin alkoxide and afforded an efficient method for the preparation of tetrazoles in high yields with an easy work-up and a residual tin concentration in the desired products compatible for pharmaceutical applications (less than 10 ppm). (Figure presented.).

A zinc(ii) metal-organic framework with high affinity for CO2 based on triazole and tetrazolyl benzene carboxylic acid

A new metal-organic framework {[Zn2(Htzba)2(dmtrz)]·(CH3)2NH}n (1) that has already been solvothermally synthesized exhibits a high CO2 uptake capacity based on experimental and simulation calculation results. Furthermore, the selectivities to CO2/CH4 and CO2/N2 are predicted by IAST to be 41.19 and 46.21 at 298 K and 100 kPa, respectively. The superior performance suggests that 1 is a promising candidate for CO2 separation.

A Metal–Organic Framework with Exceptional Activity for C?H Bond Amination

The development of catalysts capable of fast, robust C?H bond amination under mild conditions is an unrealized goal despite substantial progress in the field of C?H activation in recent years. A Mn-based metal–organic framework (CPF-5) is described that promotes the direct amination of C?H bonds with exceptional activity. CPF-5 is capable of functionalizing C?H bonds in an intermolecular fashion with unrivaled catalytic stability producing >105 turnovers.

KIT-6-anchored sulfonic acid groups as a heterogeneous solid acid catalyst for the synthesis of aryl tetrazoles

In the current study, a simple, environmentally benign and cost-effective method is presented for the preparation of 5-substituted-1H-aryltetrazoles. To this goal, mesoporous KIT-6 silica anchored with sulfonic acid (–SO3H) groups via post-grafting modification was synthesized using the sol–gel method and characterized by XRD, TGA, FTIR, BET, TEM and SEM techniques. For the preparation of tetrazole derivatives, the effect of various parameters such as catalyst amount, aryl nitrile:azide ratio, temperature and reaction time was tested. The hybrid organic/inorganic catalyst could be recovered easily through a simple filtration and reused multiple times without significant loss in activity.

Tetrazoles: Calcium oxalate crystal growth modifiers

Molecules containing tetrazole substituents have become of interest due to their being bioisosteres of carboxylic acids and like their carboxylate counterparts, tetrazolate anions have been able to affect the crystal growth of barium sulphate and calcium carbonate. In this proof of principle study, we show that this behaviour also extends to calcium oxalate and therefore opens the possibility of using tetrazole-based additives for investigating mineralization processes of human pathological relevance. This journal is

Microwave Synthesis of 5-Substituted 1 H-Tetrazoles Catalyzed by Bismuth Chloride in Water

(Chemical Equation Presented). Bismuth chloride was used to catalyze the [2 + 3] cycloaddition between sodium azide with aryl nitriles, aliphatic nitriles, and vinyl nitriles. A number of 5-substituted 1H-tetrazoles were synthesized in water or isopropano

Application of a functionalized mesoporous silica catalyst to the synthesis of tetrazoles

In the present study, well ordered MCM-41 was synthesized and functionalized with benzyl group and subsequently sulfonated with chlorosulfonic acid. The functionalized catalyst (MCMBSA) was characterized by XRD, TGA, FTIR, TEM, BET, and SEM. 5-Aryl-1H-tetrazoles were synthesized by the reaction of the corresponding aryl nitriles and sodium azide catalyzed by MCMBSA. The mole ratio of nitrile to sodium azide, the amount of catalyst, reaction times, and solvent type were optimized. The MCMBSA catalyst was more effective than the catalyst obtained from the direct sulfonation of MCM-41. The versatility of the method was investigated by using various nitriles, which showed reasonable yields of tetrazoles. The regeneration and reusability of catalyst was also examined.