35235-74-6

Basic information

• Product Name: 6-Bromotetrazolo[1,5-a]pyridine
• Synonyms: 6-Bromotetrazolo[1,5-a]pyridine;6-Bromotetrazolo[1,5-a]pyridine 98%;6-Bromotetrazolo[1,5-a]pyridine98%
• CAS NO: 35235-74-6
• Molecular Formula: C₅H₃BrN₄
• Molecular Weight: 199.00812
• Product Categories: blocks;Bromides;Imidazoles;Pyridines
• Mol File: 35235-74-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 156-158 °C
• Appearance: /
• Density: 2.13 g/cm³
• Refractive Index: 1.835
• PKA: 0.53±0.30(Predicted)
• CAS DataBase Reference: 6-Bromotetrazolo[1,5-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromotetrazolo[1,5-a]pyridine(35235-74-6)
• EPA Substance Registry System: 6-Bromotetrazolo[1,5-a]pyridine(35235-74-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 35235-74-6(Hazardous Substances Data)

Usage

General Description

6-Bromotetrazolo[1,5-a]pyridine is a chemical compound with the molecular formula C5H3BrN4. It falls under the category of organic compounds known as pyridines and derivatives. Pyridines are compounds containing a pyridine ring, which is a six-membered aromatic heterocycle with one nitrogen atom replacing a carbon atom. This chemical compound is often utilized in the field of organic synthesis. As of now, there isn't a lot of detailed information available about its properties such as physical, chemical, or toxicity. Therefore, it should be handled and dealt using standard laboratory practices until more information is available.

InChI:InChI=1/C5H3BrN4/c6-4-1-2-5-7-8-9-10(5)3-4/h1-3H

Upstream product

• 77992-44-0 5-bromo-2-hydrazineylidene-1,2-dihydropyridine 
• 624-28-2 2,5-dibromopyridine 
• 4648-54-8 trimethylsilylazide 
• 53939-30-3 5-bromo-2-chloropyridine 
• 242815-96-9 2-azido-5-bromopyridine 

Downstream Products

• 1576038-91-9 (S)-tert-butyl 2-(4-(1-(5-bromopyridin-2-yl)-1H-1,2,3-triazole-4-carboxamido)phenyl)morpholine-4-carboxylate 

Relevant articles and documents

Dual Reactivity of 1,2,3,4-Tetrazole: Manganese-Catalyzed Click Reaction and Denitrogenative Annulation

A general catalytic method using a Mn-porphyrin-based catalytic system is reported that enables two different reactions (click reaction and denitrogenative annulation) and affords two different classes of nitrogen heterocycles, 1,5-disubstituted 1,2,3-triazoles (with a pyridyl motif) and 1,2,4-triazolo-pyridines. Mechanistic investigations suggest that although the click reaction likely proceeds through an ionic mechanism, which is different from the traditional click reaction, the denitrogenative annulation reaction likely proceeds via an electrophilic metallonitrene intermediate rather than a metalloradical intermediate. Collectively, this method is highly efficient and offers several advantages over other methods. For example, this method excludes a multi-step synthesis of the N-heterocyclic molecules described and produces only environmentally benign N2 gas a by-product.

Synthesis of tetrazolo[1,5-a]pyridines utilizing trimethylsilyl azide and tetrabutylammonium fluoride hydrate

A method for the preparation of tetrazolo[1,5-a]pyridines from 2-halopyridines, utilizing trimethylsilyl azide in the presence of tetrabutylammonium fluoride hydrate, is described. In addition, 8-bromotetrazolo[1,5-a]pyridine is further transformed into a variety of novel tetrazolo[1,5-a]pyridine derivatives. Georg Thieme Verlag Stuttgart.

NMR studies of the equilibria produced by 6- and 8-substituted tetrazolo [1,5-a] pyridines

1H, 13C and 15N NMR data are reported for nine tetrazoles. Five of these compounds are found to exhibit valence tautomeric equilibrium between the tetrazole and azide forms. The position of this equilibrium at 298 K is found to be dependent on the solvent and the position and nature of the substituent. More polar solvents favour the tetrazole form. Protonation studies on the two forms using TFA as a solvent are reported. The favoured site of protonation is found to be N-4 for the azide form and N-1 for the tetrazole form.