20734-22-9

Basic information

• Product Name: 2,5-Dibromopyridin-1-ium-1-olate
• Synonyms: 2,5-Dibromopyridin-1-ium-1-olate;Pyridine, 2,5-dibromo-, 1-oxide;2,5-dibromo-1-oxidopyridin-1-ium
• CAS NO: 20734-22-9
• Molecular Formula: C5H3Br2NO
• Molecular Weight: 252.89142
• Mol File: 20734-22-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 387.6±22.0 °C(Predicted)
• Appearance: /
• Density: 2.15±0.1 g/cm3(Predicted)
• PKA: -1.49±0.10(Predicted)
• CAS DataBase Reference: 2,5-Dibromopyridin-1-ium-1-olate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dibromopyridin-1-ium-1-olate(20734-22-9)
• EPA Substance Registry System: 2,5-Dibromopyridin-1-ium-1-olate(20734-22-9)

Safety Data

• Hazardous Substances Data: 20734-22-9(Hazardous Substances Data)

Usage

General Description

2,5-Dibromopyridin-1-ium-1-olate is a chemical compound with the molecular formula C5H3Br2N2O. It is a salt that contains a pyridine ring with two bromine atoms attached and an oxygen atom attached to the carbon atom of the pyridine ring. 2,5-Dibromopyridin-1-ium-1-olate is commonly used as a reagent in organic synthesis and chemical reactions. It can be used to facilitate the formation of new carbon-carbon or carbon-heteroatom bonds in various chemical reactions. 2,5-Dibromopyridin-1-ium-1-olate is an important building block in the preparation of pharmaceuticals, agrochemicals, and other fine chemicals.

Upstream product

• 624-28-2 2,5-dibromopyridine 

Downstream Products

• 2402-97-3 3-bromopyridine N-oxide 
• 221241-25-4 C₅H₂Br₂N₂O₃ 
• 221241-31-2 2,5-dibromo-4-nitropyridine 

Relevant articles and documents

Strategic Approach on N-Oxides in Gold Catalysis – A Case Study

An extensive kinetic study of selected key reactions of (oxidative) gold catalysis concentrates on the decrease of the catalytic activity due to inhibition of the gold(I) catalyst caused by pyridine derivatives that are obtained as by-products if N-oxides are applied as oxygen donors. The choice of the examined pyridine derivatives and their corresponding N-oxides has been made regardless of their commercial availability; particular attention has been paid to the practical benefit which up to now has been neglected in most of the reaction screenings. The test reactions were monitored by GC and 1H NMR spectroscopy. The received reaction constants provide information concerning a correlation between the electronic structure of the heterocycle and the catalytic activity. Based on the collected kinetic data, it was possible to develop a basic set of three N-oxides which have to be taken into account in further oxidative gold(I)-catalyzed reactions. (Figure presented.).

Magnesiation of pyridine N-oxides via iodine or bromine-magnesium exchange: A useful tool for functionalizing pyridine N-oxides

Iodo- or 2-bromopyridine N-oxides were readily magnesiated with i-PrMgCl ? LiCl via the iodine or bromine-magnesium exchange. The bromine adjacent to pyridine N-oxide (at the 2- or 6-position) can be regioselectively magnesiated in the presence of other position substituted halogens. This method was tested in various substituted pyridine N-oxide systems, and has been successfully applied to the total synthesis of caerulomycins E and A.