717843-47-5

Basic information

• Product Name: 3-BROMO-2-METHOXY-6-PICOLINE
• Synonyms: 3-BROMO-2-METHOXY-6-METHYLPYRIDINE;3-BROMO-2-METHOXY-6-PICOLINE
• CAS NO: 717843-47-5
• Molecular Formula: C7H8BrNO
• Molecular Weight: 202.05
• Product Categories: Pyridine;Pyridine Series
• Mol File: 717843-47-5.mol

Chemical Properties

• Boiling Point: 209.381 °C at 760 mmHg
• Flash Point: 80.431 °C
• Appearance: /
• Density: 1.452 g/cm³
• Vapor Pressure: 0.294mmHg at 25°C
• Refractive Index: 1.538
• Storage Temp.: Room temperature.
• PKA: 1.76±0.10(Predicted)
• CAS DataBase Reference: 3-BROMO-2-METHOXY-6-PICOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-2-METHOXY-6-PICOLINE(717843-47-5)
• EPA Substance Registry System: 3-BROMO-2-METHOXY-6-PICOLINE(717843-47-5)

Safety Data

• Hazardous Substances Data: 717843-47-5(Hazardous Substances Data)

Usage

Uses

Used in Scientific Research:
3-Bromo-2-Methoxy-6-Picoline is used as a chemical compound in the field of scientific research, specifically for organic synthesis. Its applications and usefulness are dependent on the specific experimental conditions under which it is used.
Used in Organic Synthesis:
3-Bromo-2-Methoxy-6-Picoline is used as a building block or intermediate in the synthesis of various organic compounds. Its unique structure and reactivity make it a valuable component in the development of new molecules with potential applications in various industries, such as pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C7H8BrNO/c1-5-3-4-6(8)7(9-5)10-2/h3-4H,1-2H3

Upstream product

• 63071-03-4 2-methoxy-6-methyl-pyridine 

Downstream Products

• 1214334-70-9 5-bromo-6-methoxypyridine-2-carboxylic acid 

Relevant articles and documents

Functionalisation of 2-methoxy-6-methylpyridine

Selective bromination of 2-methoxy-6-methylpyridine 2 afforded 5-bromo-2- methoxy-6-methylpyridine 8. Deprotonation of this pyridine derivative in benzylic position or lithium-bromine exchange allowed the regio-selective introduction of various electrophiles.

Structure-property relationships based on Hammett constants in cyclometalated iridium(iii) complexes: Their application to the design of a fluorine-free FIrPic-like emitter

While phosphorescent cyclometalated iridium(iii) complexes have been widely studied, only correlations between oxidation potential EOX and Hammett constant σ, and between the redox gap (ΔEREDOX = EOX - ERED) and emission or absorption wavelength (λabs, λem) have been reported. We present now a quantitative model based on Hammett parameters that rationalizes the effect of the substituents on the properties of cyclometalated iridium(iii) complexes. This simple model allows predicting the apparent redox potentials as well as the electrochemical gap of homoleptic complexes based on phenylpyridine ligands with good accuracy. In particular, the model accounts for the unequal effect of the substituents on both the HOMO and the LUMO energy levels. Consequently, the model is used to anticipate the emission maxima of the corresponding complexes with improved reliability. We demonstrate in a series of phenylpyridine emitters that electron-donating groups can effectively replace electron-withdrawing substituents on the orthometallated phenyl to induce a blue shift of the emission. This result is in contrast with the common approach that uses fluorine to blue shift the emission maximum. Finally, as a proof of concept, we used electron-donating substituents to design a new fluorine-free complex, referred to as EB343, matching the various properties, namely oxidation and reduction potentials, electrochemical gap and emission profile, of the standard sky-blue emitter FIrPic.