Exploring the Chemical Properties and Synthesis of 5-Chloro-2-formylpyridine
Understanding the chemical properties and synthesis pathways of key intermediates is crucial for optimizing organic synthesis processes. 5-Chloro-2-formylpyridine (CAS 31181-89-2) is a prime example of such a compound, offering unique reactivity that makes it valuable across various industries. As a leading manufacturer and supplier in China, NINGBO INNO PHARMCHEM CO.,LTD. is pleased to share insights into the chemical characteristics and manufacturing methods of this important pyridine derivative.
The chemical reactivity of 5-Chloro-2-formylpyridine is largely defined by its two principal functional groups: the formyl group and the chlorine atom on the pyridine ring. The formyl group (an aldehyde) is electrophilic at the carbonyl carbon, making it susceptible to nucleophilic attack. This property allows for reactions like acetal formation with alcohols under acidic catalysis, a common strategy for protecting the carbonyl group during multi-step syntheses. Furthermore, the chlorine atom on the pyridine ring is subject to nucleophilic substitution reactions, enabling the introduction of various nitrogen or oxygen nucleophiles to form new bonds, which is fundamental for building diverse molecular structures.
In addition to these reactions, 5-Chloro-2-formylpyridine can participate in redox reactions. The aldehyde group can be oxidized to a carboxylic acid using oxidizing agents like potassium permanganate, or reduced to a primary alcohol using strong reducing agents such as lithium aluminum hydride. The pyridine ring itself can undergo electrophilic substitution, though typically requiring more vigorous conditions compared to benzene due to the electron-withdrawing nature of the nitrogen atom.
Several synthesis methods are employed to produce 5-Chloro-2-formylpyridine. One common route involves the mild oxidation of 5-chloro-2-methylpyridine, where oxidizing agents like manganese dioxide in sulfuric acid are used to convert the methyl group to a formyl group. Another approach starts from 2-acetyl-5-chloropyridine, employing specific reduction techniques, such as controlled Clemson reduction, to convert the acetyl group to a formyl group. More complex routes may involve building the pyridine ring or performing electrophilic formylation, such as the Vilsmeier-Haack reaction, on appropriately substituted pyridine precursors. Each method has its advantages and disadvantages regarding yield, purity, and reaction conditions, which are carefully managed in our production facilities.
For businesses looking to buy 5-Chloro-2-formylpyridine, understanding these chemical properties and synthesis nuances highlights the importance of sourcing from a reliable manufacturer. Our expertise ensures that we deliver a product with consistent quality and reactivity, meeting the demands of your specific applications. We invite you to contact us for inquiries about bulk purchase, samples, and pricing for this versatile chemical intermediate. Leverage our capabilities as a leading China supplier to enhance your synthetic chemistry endeavors.
Perspectives & Insights
Molecule Vision 7
“In addition to these reactions, 5-Chloro-2-formylpyridine can participate in redox reactions.”
Alpha Origin 24
“The aldehyde group can be oxidized to a carboxylic acid using oxidizing agents like potassium permanganate, or reduced to a primary alcohol using strong reducing agents such as lithium aluminum hydride.”
Future Analyst X
“The pyridine ring itself can undergo electrophilic substitution, though typically requiring more vigorous conditions compared to benzene due to the electron-withdrawing nature of the nitrogen atom.”