125620-14-6

Basic information

• Product Name: 1-[3-(1H-tetraazol-1-yl)phenyl]-1H-tetraazole
• Synonyms: 1-[3-(1H-tetraazol-1-yl)phenyl]-1H-tetraazole
• CAS NO: 125620-14-6
• Molecular Formula: C₈H₆N₈
• Molecular Weight: 214.18684
• Mol File: 125620-14-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-[3-(1H-tetraazol-1-yl)phenyl]-1H-tetraazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[3-(1H-tetraazol-1-yl)phenyl]-1H-tetraazole(125620-14-6)
• EPA Substance Registry System: 1-[3-(1H-tetraazol-1-yl)phenyl]-1H-tetraazole(125620-14-6)

Safety Data

• Hazardous Substances Data: 125620-14-6(Hazardous Substances Data)

Upstream product

• 14213-12-8 3-(tetrazol-1-yl)phenylamine 
• 122-51-0 orthoformic acid triethyl ester 
• 14213-10-6 1-(3-nitrophenyl)-1H-1,2,3,4-tetrazole 
• 99-09-2 3-nitro-aniline 
• 108-45-2 m-phenylenediamine 

Downstream Products

• 133638-24-1 {1-[3-(5-Dimethylaminomethyl-tetrazol-1-yl)-phenyl]-1H-tetrazol-5-ylmethyl}-dimethyl-amine 
• 133638-22-9 3-Tetrazol-1-yl-phenyl-cyanamide 
• 13463-91-7 N,N'-m-phenylene-di-carbamonitrile 

Relevant articles and documents

1,3-Phenylene-bis-(1H)-tetrazole pincer ligand for palladium-catalyzed Suzuki cross-coupling reactions of arylhalides with arylboronic acids

1,3-Phenylene-bis-(1H)-tetrazole pincer ligand was synthesized by the reaction of 1,3-phenylenediamine, sodium azide and triethyl orthoformate in acetic acid and successfully used in Suzuki cross coupling reactions of aryl halides with aryl boronic acids.

Efficient copper-catalyzed cyanation of aryl bromides using 1,3-phenylene-bis-(1h)-tetrazole as an efficient ligand

A new method for the synthesis of aryl nitriles has been developed by the cyanation of aryl bromides with K4Fe(CN)6 as a cyanide source in the presence of Cu(OAc)2.H2O as an inexpensive catalyst and a 1,3-phenylene-bis-(1H)-tetrazole ligand. This method has the advantages of high yield, simple methodology and easy work-up.

α-Ferrocenylation of Tetrazole and Its 1-substituted Derivatives in Two-Phase Systems

Reactions of α-ferrocenylalkyl alcohols with tetrazole and its 1-substituted derivatives in two-phase systems of methylene chloride-aqueous solutions of HX acids (X = BF4, ClO4) result in the formation of 4-α-ferrocenylalkylated tetrazolium salts as the only isomers. Under the action of alkali reagents in aqueous media monosubstituted tetrazolium salts are converted into mixtures of 1- and 2-α-ferrocenylalkyl tetrazole derivatives, while disubstituted salts decompose to give the starting compounds when heated in 10% aqueous solution of sodium hydroxide. In the anhydrous medium, heating of 1-phenyl-5-ferrocenylmethylenetetrazolium fluoborate with t-BuOK in dioxane results in a rearrangement which proceeds by an ilide-type mechanism to form 1-phenyl-5-ferrocenylmethylenetetrazole. The latter reacts in the two-phase system with ferrocenylmethanol to give the corresponding trisubstituted tetrazolium salt.

SYNTHESIS AND PROPERTIES OF PHENYLENEBIS-1H-TETRAZOLES

Heterocyclization of m- and p-phenylenediamines with orthoformic ester and sodium azide has given phenylenebis-1H-tetrazoles.Under these conditions, o-phenylenediamine gives benzimidazole. o-, m-, and p-Phenylenebis-1H-tetrazoles were also obtained from the nitroanilines via the intermediate nitro- and aminophenyltetrazoles.The reactions of the bistetrazoles examined were basic hydrolysis, aminomethylation, and complex formation with copper salts.