49673-77-0

Basic information

• Product Name: 3-Pyridinecarboxylic acid 3-pyridinylmethyl ester
• Synonyms: 3-Pyridinecarboxylic acid 3-pyridinylmethyl ester
• CAS NO: 49673-77-0
• Molecular Formula: C₁₂H₁₀N₂O₂
• Molecular Weight: 214
• Mol File: 49673-77-0.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Pyridinecarboxylic acid 3-pyridinylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyridinecarboxylic acid 3-pyridinylmethyl ester(49673-77-0)
• EPA Substance Registry System: 3-Pyridinecarboxylic acid 3-pyridinylmethyl ester(49673-77-0)

Safety Data

• Hazardous Substances Data: 49673-77-0(Hazardous Substances Data)

Upstream product

• 500-22-1 3-pyridinecarboxaldehyde 
• 100-55-0 3-hydroxymethylpyridin 

Relevant articles and documents

Disproportionation of aliphatic and aromatic aldehydes through Cannizzaro, Tishchenko, and Meerwein–Ponndorf–Verley reactions

Disproportionation of aldehydes through Cannizzaro, Tishchenko, and Meerwein–Ponndorf–Verley reactions often requires the application of high temperatures, equimolar or excess quantities of strong bases, and is mostly limited to the aldehydes with no CH2 or CH3 adjacent to the carbonyl group. Herein, we developed an efficient, mild, and multifunctional catalytic system consisting AlCl3/Et3N in CH2Cl2, that can selectively convert a wide range of not only aliphatic, but also aromatic aldehydes to the corresponding alcohols, acids, and dimerized esters at room temperature, and in high yields, without formation of the side products that are generally observed. We have also shown that higher AlCl3 content favors the reaction towards Cannizzaro reaction, yet lower content favors Tishchenko reaction. Moreover, the presence of hydride donor alcohols in the reaction mixture completely directs the reaction towards the Meerwein–Ponndorf–Verley reaction. Graphic abstract: [Figure not available: see fulltext.].