407-20-5

Basic information

• Product Name: 3-Bromo-5-fluoropyridine
• Synonyms: 3-broMine-5-fluoride Pyridine;5 - pyridine broMide - 3 - fluorine;5-broMo-3-fluoride pyridine;Pyridine, 3-bromo-5-fluoro-;5-BROMO-3-FLUOROPYRIDINE;3-BROMO-5-FLUOROPYRIDINE;3-bromo-5-fluoropyridin;3-Bromo-5-fluoropyridine98%
• CAS NO: 407-20-5
• Molecular Formula: C₅H₃BrFN
• Molecular Weight: 175.99
• Product Categories: Pyridine Series;Fluorine series;Fluorin-contained pyridine series;blocks;Bromides;Pyridines;Pyridine;Halides;Pyridines derivates;Heterocyclic Compounds;Fluorinated;Organohalides;Bromopyridines;Fluoropyridines;Halopyridines;CHIRAL CHEMICALS;Boronic Acid;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 407-20-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 24-28 °C
• Boiling Point: 78 °C / 11mmHg
• Flash Point: 148 °F
• Appearance: Colorless to white/Low Melting Solid or Liquid
• Density: 1.707 g/cm³
• Vapor Pressure: 4.45mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 0.45±0.20(Predicted)
• CAS DataBase Reference: 3-Bromo-5-fluoropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-5-fluoropyridine(407-20-5)
• EPA Substance Registry System: 3-Bromo-5-fluoropyridine(407-20-5)

Safety Data

• Hazard Codes: Xn,Xi,F
• Statements: 22-37/38-41-36/37/38-20/21/22-10
• Safety Statements: 26-39-36-16
• RIDADR: UN2811
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 407-20-5(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

InChI:InChI=1/C5H3BrFN/c6-4-1-5(7)3-8-2-4/h1-3H

Upstream product

• 625-92-3 3,5-dibromopyridine 
• 2546-52-3 bromo-4 fluoro-3 pyridine 
• 13535-01-8 3-amino-5-bromopyridine 

Downstream Products

• 1138037-23-6 ethyl 1-(2-chlorophenyl)-5-[(5-fluoropyridin-3-yl)thio]-1H-pyrazole-3-carboxylate 
• 719268-92-5 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 

Relevant articles and documents

Large-scale preparation of aromatic fluorides via electrophilic fluorination with functionalized aryl- or heteroarylmagnesium reagents

Functionalized aryl- or heteroarylmagnesium reagents, prepared from the corresponding bromides or iodides using halogen-magnesium exchange or direct magnesium insertion in the presence of lithium chloride, reacted smoothly with N-fluorobenzenesulfonimide, (PhSO2)2NF, in the mixed solvent (4:1 CH2Cl2-perfluorodecalin) to give the corresponding aromatic fluorides in moderate to good yields. Georg Thieme Verlag Stuttgart · New York.

Thiazole-4-carboxyamide derivatives

The present invention is concerned with novel thiazole 4-carboxyamide derivatives of the general formula (I) and with methods for the preparation thereof, which compounds are useful as metabotropic glutamate receptor antagonists: wherein R1 to R4 are as defined in the specification.

HOMOTRANSMETALLATION DES HALOGENO-3 PYRIDINES BROMEES EN -2 OU -4 PAR LE N-BUTYLLITHIUM. PROPOSITION D'UN NOUVEAU MECANISME DE TELESUBSTITUTION DU BROME.

These are new examples of the homotransmetallation reaction.Instead of the ordinary bromo-metal exchange it is possible to obtain selectively from the 2-bromo 3-fluoro or 2-bromo 3-chloro pyridines the 2-bromo 3-halogeno 4-lithio pyridines, which is very interesting for synthetic utility.From the 4-bromo 3-halogeno pyridines, we can see an isomerization with an halogen dance mechanism and we obtain the 5-bromo 3-halogeno 4-lithio pyridines.In the case of the 2-bromo 3-fluoro pyridine we explain a telesubstitution of bromine from 2 to 4 by a transitory homotransmetallation reaction during the Li-Br exchange.