2,6-Pyridinedicarboxylic acid chloride Chemical Properties

Melting point:

56-58 °C (lit.)

Boiling point:

284 °C (lit.)

Density 

1.4521 (rough estimate)

refractive index 

1.6100 (estimate)

Flash point:

284°C

pka

-2.12±0.10(Predicted)

form 

Crystalline Powder, Crystals or Chunks

color 

White to brown

Water Solubility 

Insoluble in water.

Sensitive 

Moisture Sensitive

BRN 

131556

InChI

InChI=1S/C7H3Cl2NO2/c8-6(11)4-2-1-3-5(10-4)7(9)12/h1-3H

InChIKey

GWHOGODUVLQCEB-UHFFFAOYSA-N

SMILES

C1(C(Cl)=O)=NC(C(Cl)=O)=CC=C1

CAS DataBase Reference

3739-94-4(CAS DataBase Reference)

NIST Chemistry Reference

2,6-Pyridinedicarbony chloride(3739-94-4)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45-24/25

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

F 

10-19-21

HazardClass 

8

PackingGroup 

II

HS Code 

29333990

MSDS

• Language:English Provider:2,6-Pyridinedicarbonyl dichloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

2,6-Pyridinedicarboxylic acid chloride Usage And Synthesis

Chemical Properties

white to brown crystalline powder, crystals or

Uses

2,6-Pyridinedicarbonyl dichloride can be used as a starting material to synthesize:

• Pyridine-based polyamido-polyester optically active macrocycles by reacting with chiral diamine dihydrobromides.
• Pyridine-bridged 2,6-bis-carboxamide Schiff′s bases by treating with L-alanine or 2-methyl-alanine methyl esters.
• N,N′-bis(1-pyrenylmethyl)pyridine-2,6-dicarboxamide by reacting with 1-pyrenemethylamine hydrochloride in the presence of a base.

Uses

2,6-Pyridinedicarboxylic acid chloride was used as the reagent during the synthesis of pyridine-based polyamido-polyester optically active macrocycles. It was used as starting reagent during the synthesis of pyridine-bridged 2,6-bis-carboxamide Schiff′s bases. It was used in the synthesis of N,N′-bis(1-pyrenylmethyl)pyridine-2,6-dicarboxamide.

Synthesis

Pyridine-2,6-dicarboxylic acid (105 mg, 0.52 mmol) mixed with 7mL of thionyl chloride was heated to reflux for 3 hours. After the excess thionyl chloride was removed, a white solid was obtained and used for the following synthesis without further purifications.

2,6-Pyridinedicarboxylic acid chloride(3739-94-4)Related Product Information

• Chloroacetyl chloride
• 2-Chloro-3-cyanopyridine
• OXALIC ACID
• Cobalt chloride
• Tosyl chloride
• Terephthaloyl chloride
• 2,6-Lutidine
• Isophthaloyl dichloride
• 4-Dimethylaminopyridine
• Pyridine
• Pyridine-2,6-dicarboxylic acid
• Oxalyl chloride
• 2,6-BIS(CHLOROMETHYL)PYRIDINE
• 2-PYRIDINECARBOXYLICACID CHLORIDE
• 2-Pyridinecarboxaldehyde
• 2-(Chloromethyl)pyridine
• 2,6-Pyridinedicarboxaldehyde
• (4,4'-Bipyridine)-2,2',6,6'-tetracarbonyltetrachloride