7477-73-8

Usage

Uses

Used in Propellant Industry:
1,5-diphenyltetrazole is used as a high-nitrogen fuel for gas generators and propellants, providing a powerful energy source for various applications.
Used in Automotive Industry:
In the automotive industry, 1,5-diphenyltetrazole is used as a propellant for airbag deployment, ensuring rapid and effective protection during collisions.
Used in Military and Civilian Applications:
1,5-diphenyltetrazole serves as an initiator for explosives and a component in propellant formulations, catering to both military and civilian needs.
Used in Explosive Industry:
As a sensitizing agent for explosives, 1,5-diphenyltetrazole enhances the performance and safety of explosive materials.
Used in Pharmaceutical and Dye Industry:
1,5-diphenyltetrazole is also utilized as a component in pharmaceuticals and dyes, contributing to the development of new products and applications.
Due to the explosive nature and potential hazards of 1,5-diphenyltetrazole, it is crucial to handle and store it with extreme caution and in compliance with safety regulations.

InChI:InChI=1/C13H10N4/c1-3-7-11(8-4-1)13-14-15-16-17(13)12-9-5-2-6-10-12/h1-10H

Upstream product

• 93-98-1 N-phenyl benzoyl amide 
• 544-01-4 isopentyl ether 
• 17421-82-8 diazido(diphenyl)methane 
• 574-66-3 Benzophenone oxime 
• 2051-90-3 Dichlorodiphenylmethane 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 2235-01-0 dimethoxydiphenylmethane 
• 161768-42-9 N-[(E)-1-(1H-1,2,3-benzotriazol-1-yl)(phenyl)methylidene]aniline 
• 613-94-5 benzoic acid hydrazide 
• 5378-52-9 phenyl-1H-tetrazole 
• 591-50-4 iodobenzene 
• 636-04-4 N-Phenylbenzothioamide 
• 100-47-0 benzonitrile 
• 622-37-7 Phenyl azide 

Downstream Products

• 99137-15-2 1,5-bis(4-nitrophenyl)tetrazole 
• 622-16-2 1,3-Diphenylcarbodiimide 
• 716-79-0 2-phenyl-1H-benzoimidazole 
• 758640-21-0 N-Benzylaniline 
• 1527-91-9 N-phenylbenzamidine 
• 62-53-3 aniline 

Relevant academic research and scientific papers

An Expeditious Approach to Tetrazoles from Amides Utilizing Phosphorazidates

A novel method was developed for the synthesis of tetrazoles from amides utilizing diphenyl phosphorazidate or bis(p-nitrophenyl) phosphorazidate as both the activator of amide-oxygen for elimination and azide source. Various amides were converted into th

Stereospecific synthesis of 1,5-disubstituted tetrazoles from ketoximes via a Beckmann rearrangement facilitated by diphenyl phosphorazidate

A novel method for the stereospecific synthesis of 1,5-disubstituted tetrazoles from ketoximes via the Beckmann rearrangement was developed using diphenyl phosphorazidate (DPPA) as both the oxime activator and azide source. Various ketoximes were transformed into the corresponding 1,5-disubstituted tetrazoles with exclusive trans-group migration and no E-Z isomerization of the ketoxime. This method enables the preparation of 1,5-disubstituted tetrazoles without using toxic or explosive azidation reagents.

Iron (III)-porphyrin Complex FeTSPP as an efficient catalyst for synthesis of tetrazole derivatives via [2?+?3]cycloaddition reaction in aqueous medium

The metal complex (5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin-iron (III) chloride (FeTSPP) was new employed in an environmentally benign protocol as an efficient catalyst for a “click” chemistry approach for the synthesis of tetrazole and guanindinyltetrazole derivatives via [2?+?3] cycloaddition reaction of nitriles and azide derivatives in aqueous medium. The synthesized compounds were obtained in excellent yield, short reaction times and a recoverable catalyst.

Transition-metal-free multinitrogenation of amides by C-C bond cleavage: A new approach to tetrazoles

A metal-free brand-new one-pot multinitrogenation of amides for the chemo- A nd regioselective synthesis of 1,5-disubstituted tetrazoles has been developed. By means of electrophilic amide activation, and further C-C bond cleavage and rearrangement, a diverse set of functionalized 1,5-DST derivatives were selectively constructed under mild conditions. As showcased in the mechanisms, the chemoselectivity is easily switched by the selection of the starting materials in the reaction.

Convergent Three-Component Tetrazole Synthesis

A microwave-accelerated, simple, and efficient method for the construction of the 1,5-tetrazole scaffold was developed. It comprises a multicomponent reaction of an amine, a carboxylic acid derivative, and an azide source. On the basis of the availability of the archetypical starting materials, this method provided very versatile synthetic access to 1,5-disubstituted tetrazoles. The usefulness of this method was demonstrated in the synthesis of biologically important fused tetrazole scaffolds and the marketed drug cilostazol.

O -iodoxybenzoic acid mediated oxidative desulfurization initiated domino reactions for synthesis of azoles

A systematic exploration of thiophilic ability of o-iodoxybenzoic acid (IBX) for oxidative desulfurization to trigger domino reactions leading to new methodologies for synthesis of different azoles is described. A variety of highly substituted oxadiazoles, thiadiazoles, triazoles, and tetrazoles have been successfully synthesized in good to excellent yields, starting from readily accessible thiosemicarbazides, bis-diarylthiourea, 1,3-disubtituted thiourea, and thioamides.

Direct C-H arylation and alkenylation of 1-substituted tetrazoles: Phosphine as stabilizing factor

(Chemical Equation Presented) Direct arylation and alkenylation of 1-substituted tetrazoles was achieved via Pd catalysis in the presence of CuI and Cs2CO3. Unlike the related reactions of imidazoles and purines, phosphine ligand was

Synthesis of 1,5-disubstituted tetrazoles via Suzuki-Miyaura cross-coupling of 5-chloro-1-phenyltetrazole

Suzuki-Miyaura coupling reactions of 5-chloro-1-phenyl-tetrazole with various functionalized arylboronic acids were investigated. In the presence of catalytic amounts of SPhos/Pd(OAc)2 or RuPhos/Pd(OAc)2, the reaction proceeded smoot

Efficient synthesis of 1,5-disubstituted tetrazoles

A general method for the synthesis of 1,5-disubstituted tetrazoles from imidoylbenzotriazoles that involves mild reaction conditions and short reaction times. Georg Thieme Verlag Stuttgart.

Suzuki-Miyaura coupling reaction of aryl chlorides using di(2,6-dimethylmorpholino)phenylphosphine as ligand

Suzuki-Miyaura coupling was achieved on a variety of aryl chlorides by using di(2,6-dimethylmorpholino)phenylphosphine (L1) as a bulky electron-rich monoaryl phosphine ligand. We report the couplings of various chlorobenzenes and heteroaryl chlorides.