233770-01-9

Basic information

• Product Name: 3-Bromo-5-iodo-pyridine
• Synonyms: 3-BROMO-5-IODO-PYRIDINE;5-BROMO-3-IODOPYRIDINE;Zinc00336771;3-BroMo-5-iodopyridine;C5H3BrIN 3-BROMO-5-IODOPYRIDINE
• CAS NO: 233770-01-9
• Molecular Formula: C₅H₃BrIN
• Molecular Weight: 283.89
• Product Categories: Pyridine;Heterocycle;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines;Pyridine Series
• Mol File: 233770-01-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 131.3-131.4°C
• Boiling Point: 266.5 °C at 760 mmHg
• Flash Point: 115 °C
• Appearance: Off-white/Solid
• Density: 2.347 g/cm³
• Vapor Pressure: 0.0142mmHg at 25°C
• Refractive Index: 1.665
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 0.85±0.20(Predicted)
• Water Solubility: Slightly soluble in water.
• Sensitive: Light Sensitive
• CAS DataBase Reference: 3-Bromo-5-iodo-pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-5-iodo-pyridine(233770-01-9)
• EPA Substance Registry System: 3-Bromo-5-iodo-pyridine(233770-01-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 233770-01-9(Hazardous Substances Data)

Usage

Chemical Properties

Off-white Cryst

Uses

Reactant in the synthesis chiral 4, 4?-Bipyridines. 3-bromo-5-(trifluoromethyl)pyridine is prepared from 3-Bromo-5-iodopyridine.

InChI:InChI=1/C5H3BrIN/c6-4-1-5(7)3-8-2-4/h1-3H

Upstream product

• 13535-01-8 3-amino-5-bromopyridine 
• 625-92-3 3,5-dibromopyridine 

Downstream Products

• 944718-19-8 5-bromo-3-(pyrrolidin-1-yl)pyridine 
• 59105-50-9 (5-bromopyridin-3-yl)(phenyl)methanone 
• 639011-64-6 3-bromo-5-trimethylsilylethynylpyridine 
• 452972-13-3 2-[(5-bromo)pyridin-3-yl]-4,4',5,5'-tetramethyl-1,3-dioxaborolane 

Relevant articles and documents

Insight into the Modes of Activation of Pyridinium and Bipyridinium Salts in Non-Covalent Organocatalysis

A series of pyridinium and bipyridinium salts were prepared and their catalytic properties were evaluated in the aza-Diels-Alder reaction between imines and Danishefsky diene. Depending on the substituents of the pyridinium/bipyridinium rings and on the nature of the counterion, two mechanisms of activation were demonstrated. In case of non-substituted rings, the substrate is activated through charge transfer involving the aryl ring on the C-side of the imine. When halogen atoms were introduced on the catalysts, the activation mode switched to halogen bond involving the imine nitrogen lone pair. Moreover, alternative activation modes based on hydrogen bonding and radical cation were ruled out. This work allowed us to develop two families of catalysts whose potential was demonstrated in the cycloaddition of various imines with Danishefsky diene. The first family is composed of the simple methyl pyridinium triflate and dioctyl bipyridinium triflate. The former is active only with imines bearing a p-methoxyphenyl group on the C-side and the latter was found to be efficient with imines bearing different substituents on both the N- and C-sides of the imines. The second family is based on halogenated pyridinium salts which proved active with almost all considered imines. (Figure presented.).

3-AMINOCYCLOPENTANECARBOXAMIDES AS MODULATORS OF CHEMOKINE RECEPTORS

The present invention is directed to compounds of Formula I: which are modulators of chemokine receptors. The compounds of the invention, and compositions thereof, are useful in the treatment of diseases related to chemokine receptor expression and/or activity.

Trifluoromethyl-substituted pyridines through displacement of iodine by in situ generated (trifluoromethyl)copper

A literature method reported for iodobenzene and congeners was successfully extended to the pyridine series. 2-Iodopyridines can be converted into 2-(trifluoromethyl)pyridines almost quantitatively. In contrast, yields are moderate at best if 3- and 4-iodopyridines or 2-bromopyridines are used as the starting materials. WILEY-VCH Verlag GmbH 2002.