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
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.
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) |
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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