2402-97-3

Basic information

• Product Name: 3-BROMOPYRIDINE-N-OXIDE
• Synonyms: 3-BROMO-PYRIDINE 1-OXIDE;3-BROMOPYRIDINE-N-OXIDE;3-Bromopyridine Oxid;3-Bromopyridine Oxide;3-bromo-1-oxidanidyl-pyridin-1-ium;3-bromo-1-oxido-pyridin-1-ium;3-bromo-1-oxidopyridin-1-ium;3-Bromopyridinium-1-olate
• CAS NO: 2402-97-3
• Molecular Formula: C₅H₄BrNO
• Molecular Weight: 174
• Product Categories: Pyridine;Aromatics Compounds;Aromatics;Heterocycles;Nitric Oxide Reagents;C5;Heterocyclic Building Blocks;Pyridines
• Mol File: 2402-97-3.mol
• Article Data: 43

Chemical Properties

• Melting Point: 40-42°C
• Boiling Point: 130°C/2mm
• Flash Point: 130°C/2mm
• Appearance: yellow solid
• Density: 1.66 g/cm³
• Storage Temp.: -20°C Freezer
• Solubility: Methanol
• PKA: 0.01±0.10(Predicted)
• Sensitive: Hygroscopic
• CAS DataBase Reference: 3-BROMOPYRIDINE-N-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMOPYRIDINE-N-OXIDE(2402-97-3)
• EPA Substance Registry System: 3-BROMOPYRIDINE-N-OXIDE(2402-97-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39
• Hazardous Substances Data: 2402-97-3(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

InChI:InChI=1S/C5H4BrNO/c6-5-2-1-3-7(8)4-5/h1-4H

Upstream product

• 462-08-8 pyridin-3-ylamine 
• 626-55-1 3-Bromopyridine 
• 7732-18-5 water 
• 2403-01-2 3-nitropyridine N-oxide 
• 20734-22-9 2,5-dibromopyridine N-oxide 

Downstream Products

• 1657-32-5 3-aminopyridine-N-oxide 
• 626-55-1 3-Bromopyridine 
• 53939-30-3 5-bromo-2-chloropyridine 
• 52200-48-3 3-bromo-2-chloropyridine 
• 36953-42-1 3-bromo-4-chloropyridine 
• 180194-87-0 4-amino-3-phenoxypyridine-N-oxide 
• 132038-24-5 4-amino-3-(4-methoxyphenoxy)pyridine 
• 180194-75-6 4-nitro-3-(4-chlorophenoxy)pyridine N-oxide 
• 180194-80-3 N-[3-(4-Chloro-phenoxy)-pyridin-4-yl]-methanesulfonamide 
• 132038-15-4 4-nitro-3-(4-methoxyphenoxy)pyridine N-oxide 
• 180194-79-0 N-[3-(4-Methoxy-phenoxy)-pyridin-4-yl]-methanesulfonamide 
• 180194-77-8 4-amino-3-(4-chlorophenoxy)pyridine 
• 82257-09-8 bromo-3 methoxy-4 pyridine 
• 82257-12-3 3-bromo-4-methylthio-pyridine 

Relevant articles and documents

Rational engineering of dimeric Dy-based Single-Molecule Magnets for surface grafting

The deposition of Single-Molecule Magnets (SMMs) on surfaces is a mandatory step toward their possible use as data-storage units or qubits. In this study we report the structural and magnetic characterization of two parent compounds of a well-known SMM called DyPyNO, ([Dy(hfac)3(PyNO)]2 with hfac = hexafluoroacetylacetonate and PyNO = pyridine-N-oxide), that are targeted to be deposited on gold surfaces. Thio-substitution of the pyridine ring of these dimers is expected to provide good anchoring group toward deposition on gold. We have investigated two significantly different geometries of the anchoring groups in dimers 1 and 2. Interestingly, despite these strong differences, SMM behavior is remarkably well-preserved in the polycrystalline material offering possibilities to graft these SMMs on surface.

Visible-Light-Induced Decarboxylative Acylation of Pyridine N-Oxides with α-Oxocarboxylic Acids Using Fluorescein Dimethylammonium as a Photocatalyst

Herein, the development of a visible-light-induced catalytic system to achieve the decarboxylative acylation of pyridine N-oxides with α-oxocarboxylic acids, at room temperature and using the organic dye fluorescein dimethylammonium as a new type of photocatalyst, is reported. A series of 2-arylacylpyridine N-oxides were selectively synthesized in moderate to good yields by controlling the polarity of the reaction solvent. The developed strategy was successfully applied in the synthesis of an important intermediate of the drug, acrivastine, on a gram scale. Notably, this is the first time that fluorescein dimethylammonium has been used to catalyze the Minisci-type C?H decarboxylative acylation reaction. The mechanism of decarboxylative acylation was studied by capturing adducts of acyl radicals and 1,1-diphenylethylene to confirm a radical mechanism. The disclosed catalytic system provides a green synthetic strategy for decarboxylative acylation without the use of additional oxidants or metal catalysts. (Figure presented.).

Synthesis method of (3-cyclopropylpyridin-2-yl) methylamine

The invention belongs to the technical field of medical intermediates, and particularly relates to a synthesis method of (3-cyclopropylpyridin-2-yl) methylamine. The synthesis method of the (3-cyclopropylpyridin-2-yl) methylamine is provided for the first time, a synthesis route is provided for the synthesis method of the (3-cyclopropylpyridin-2-yl) methylamine, the synthesis method of the (3-cyclopropylpyridin-2-yl) methylamine is short in route, reasonable in design, easy to operate and easy to control, and meanwhile the yield of the obtained product is high.

Visible-Light-Induced ortho-Selective Migration on Pyridyl Ring: Trifluoromethylative Pyridylation of Unactivated Alkenes

The photocatalyzed ortho-selective migration on a pyridyl ring has been achieved for the site-selective trifluoromethylative pyridylation of unactivated alkenes. The overall process is initiated by the selective addition of a CF3 radical to the alkene to provide a nucleophilic alkyl radical intermediate, which enables an intramolecular endo addition exclusively to the ortho-position of the pyridinium salt. Both secondary and tertiary alkyl radicals are well-suited for addition to the C2-position of pyridinium salts to ultimately provide synthetically valuable C2-fluoroalkyl functionalized pyridines. Moreover, the method was successfully applied to the reaction with P-centered radicals. The utility of this transformation was further demonstrated by the late-stage functionalization of complex bioactive molecules.