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HomeProduct name list2,6-Pyridinedicarboxylic acid chloride

2,6-Pyridinedicarboxylic acid chloride

Synonym(s):2,6-Pyridinedicarbonyl chloride;Pyridine-2,6-dicarboxylic acid chloride

  • CAS NO.:3739-94-4
  • Empirical Formula: C7H3Cl2NO2
  • Molecular Weight: 204.01
  • MDL number: MFCD00006289
  • EINECS: 223-125-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-14 20:44:35
2,6-Pyridinedicarboxylic acid chloride Structural

What is 2,6-Pyridinedicarboxylic acid chloride?

Chemical properties

white to brown crystalline powder, crystals or

The Uses of 2,6-Pyridinedicarboxylic acid chloride

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.

The Uses of 2,6-Pyridinedicarboxylic acid chloride

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.

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.
Synthesis_3739-94-4

Properties of 2,6-Pyridinedicarboxylic acid chloride

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
CAS DataBase Reference 3739-94-4(CAS DataBase Reference)
NIST Chemistry Reference 2,6-Pyridinedicarbony chloride(3739-94-4)

Safety information for 2,6-Pyridinedicarboxylic acid chloride

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H317:Sensitisation, Skin
H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.

Computed Descriptors for 2,6-Pyridinedicarboxylic acid chloride

InChIKey GWHOGODUVLQCEB-UHFFFAOYSA-N
SMILES C1(C(Cl)=O)=NC(C(Cl)=O)=CC=C1

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