872029-82-8

Basic information

• Product Name: 2-Pyridinecarboxylic acid, 6-chloro-5-forMyl-, Methyl ester
• Synonyms: 2-Pyridinecarboxylic acid, 6-chloro-5-forMyl-, Methyl ester;Methyl 6-chloro-5-formyl-2-pyridinecarboxylate;methyl 6-chloro-5-formylpicolinat
• CAS NO: 872029-82-8
• Molecular Formula: C₈H₆ClNO₃
• Molecular Weight: 199.59114
• EINECS: -0
• Mol File: 872029-82-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 70-72 °C
• Boiling Point: 357.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.384±0.06 g/cm3(Predicted)
• PKA: -2.83±0.10(Predicted)
• CAS DataBase Reference: 2-Pyridinecarboxylic acid, 6-chloro-5-forMyl-, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinecarboxylic acid, 6-chloro-5-forMyl-, Methyl ester(872029-82-8)
• EPA Substance Registry System: 2-Pyridinecarboxylic acid, 6-chloro-5-forMyl-, Methyl ester(872029-82-8)

Safety Data

• Hazardous Substances Data: 872029-82-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 62, p. 8398, 2006 DOI: 10.1016/j.tet.2006.06.026

Upstream product

• 35356-70-8 Methyl 2-acetamidoacrylate 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1442435-35-9 methyl 5-(2-benzoyl-3-ethoxy-3-oxoprop-1-enyl)-6-chloropicolinate 
• 39977-42-9 5-hydroxymethyl-pyridine-2-carboxylic acid methyl ester 
• 1256961-48-4 methyl 6-chloro-5-[(E)-3-oxo-3-phenyl-1-propenyl]-2-pyridinecarboxylate 
• 1205671-72-2 methyl-6-chloro-5-(hydroxymethyl)-2-pyridinecarboxylate 
• 1152095-53-8 methyl 5-formyl-6-phenylpicolinate 

Relevant articles and documents

Facile and selective synthesis of chloronicotinaldehydes by the Vilsmeier reaction

Eleven enamides were prepared by adopting different procedures. The various enamides prepared were subjected to Vilsmeier reaction using (i) POCl3/DMF; (ii) diphosgene/DMF; (iii) triphosgene/DMF leading to the formation of various multisubstituted chloronicotinaldehydes. Studies carried out indicate that Vilsmeier reagent concentration and the replacement of POCl3 by diphosgene or triphosgene, provides excellent selectivity and higher yields. Under modified reaction conditions one can get only chloronicotinaldehydes and not the chloropyridines as products. The various advantages in using diphosgene and triphosgene are illustrated. The mechanism of formation of chloronicotinaldehyde was discussed.