2,6-Pyridinedicarboxylic acid chloride

2,6-Pyridinedicarboxylic acid chloride Basic information
Product Name:2,6-Pyridinedicarboxylic acid chloride
Synonyms:PYRIDINE-2,6-DICARBONYL CHLORIDE;PYRIDINE-2,6-DICARBOXYLIC ACID CHLORIDE;2,6-PYRIDINEDICARBONYL DICHLORIDE;2,6-PYRIDINEDICARBOXYLIC ACID CHLORIDE;(S)-(-)-1-(4-METHOXYPHENYL)ETHANOL;2,6-Pyridinedicarbonyl chloride, Pyridine-2,6-dicarboxylic acid chloride;2,6-Bis(chlorocarbonyl)pyridine;2,6-Pyridinedicarbonyl dichloride ,97%
CAS:3739-94-4
MF:C7H3Cl2NO2
MW:204.01
EINECS:223-125-4
Product Categories:
Mol File:3739-94-4.mol
2,6-Pyridinedicarboxylic acid chloride Structure
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)
Fp 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
InChIInChI=1S/C7H3Cl2NO2/c8-6(11)4-2-1-3-5(10-4)7(9)12/h1-3H
InChIKeyGWHOGODUVLQCEB-UHFFFAOYSA-N
SMILESC1(C(Cl)=O)=NC(C(Cl)=O)=CC=C1
CAS DataBase Reference3739-94-4(CAS DataBase Reference)
NIST Chemistry Reference2,6-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
10-19-21
HazardClass 8
PackingGroup II
HS Code 29333990
MSDS Information
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2,6-Pyridinedicarbonyl dichloride English
SigmaAldrich English
ACROS English
2,6-Pyridinedicarboxylic acid chloride Usage And Synthesis
Chemical Propertieswhite to brown crystalline powder, crystals or
Uses2,6-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.
Uses2,6-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.

SynthesisPyridine-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.
Synthesis_3739-94-4
2-Pyridinecarboxaldehyde 2,6-Pyridinedicarboxylic acid chloride 2,6-BIS(CHLOROMETHYL)PYRIDINE Pyridine-2,6-dicarboxylic acid 2-Chloro-3-cyanopyridine OXALIC ACID Terephthaloyl chloride Isophthaloyl dichloride Chloroacetyl chloride 6-(CHLOROMETHYL)PYRIDINE-2-CARBALDEHYDE 2,6-Lutidine Oxalyl chloride 2-PYRIDINECARBOXYLICACID CHLORIDE Cobalt chloride Pyridine (4,4'-Bipyridine)-2,2',6,6'-tetracarbonyltetrachloride 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile 4-Dimethylaminopyridine

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