Ethyl2,6-PyridinedicarboxylateMono

Ethyl2,6-PyridinedicarboxylateMono Property

Melting point:

116-117℃

Boiling point:

396.2±27.0 °C(Predicted)

Density 

1.304±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

3.27±0.10(Predicted)

Appearance

White to off-white Solid

Safety

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

Ethyl2,6-PyridinedicarboxylateMono Chemical Properties,Usage,Production

Synthesis

The general synthetic procedure was as follows. 2,6-Pyridinedicarboxylic acid (1, 1.5 g, 8.98 mmol) was mixed with 24 mL of dichlorosulfoxide (SOCl2). The reaction mixture was heated to reflux for 3 hours. After completion of the reaction, excess dichlorosulfoxide was removed by distillation under reduced pressure. To the resulting white solid, 50 mL of tetrahydrofuran (THF) was added. After the solid was completely dissolved, ethanol (10.5 mmol) and N,N-diisopropylethylamine (DIEA, 10.5 mmol) were added slowly via syringe. The reaction mixture was heated to reflux for 4 hours. At the end of the reaction, the solvent was removed by distillation under reduced pressure. The residue was separated and purified by column chromatography to afford the target products diethyl 2,6-pyridinedicarboxylate and monoethyl 2,6-pyridinedicarboxylate.

References

[1] Tetrahedron, 2011, vol. 67, # 44, p. 8458 - 8464