Dimethyl 2,6-Pyridinedicarboxylate Chemical Properties

Melting point:

121-125 °C(lit.)

Boiling point:

100 °C(Press: 0.005 Torr)

Density 

1.231±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform

pka

-0.46±0.10(Predicted)

form 

Solid

color 

Off-White

Water Solubility 

Soluble in water(14 g/L) (25°C). Soluble in chloroform.

InChI

InChI=1S/C9H9NO4/c1-13-8(11)6-4-3-5-7(10-6)9(12)14-2/h3-5H,1-2H3

InChIKey

SNQQJEJPJMXYTR-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

5453-67-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich

Dimethyl 2,6-Pyridinedicarboxylate Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

Dimethyl 2,6-pyridinedicarboxylate may be used in the synthesis of:

• ditopic macrocycle having two xylyl rings linked by diethylene glycol and 2,6-pyridinediamide spacers, which acts as host molecule capable of forming complexes with diphenylurea derivatives
• N,N′-bis(2-aminoethyl)dipicoloinic acid diamide Schiff base
• 1,1′-(2,6-bispyridyl)bis-3-(9-ethylcarbazole-3-yl)-1,3-propanedione

Application

Dimethyl 2,6-pyridinedicarboxylate could be used as a starting material to synthesize four pyridine-bridged bis pyrazole ligands by Claisen condensation[1]. These ligands could be further treated with UCl₄ to yield the corresponding novel mononuclear uranium(IV) complexes [U^IV(R′′′₂L)(Cl)₄].    

General Description

The standard molar enthalpy of formation for dimethyl 2,6-pyridinedicarboxylate (dimethylpyridine-2,6-dicarboxylate) has been calculated from the standard molar enthalpy of combustion, which was measured by a static bomb calorimeter.

storage

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.

References

[1] Korzekwa, Jana , et al. "Synthesis and characterization of uranium(IV) tetrachloro complexes in bis-pyrazolylpyridine ligand environments." Dalton Transactions (2017):10.1039.C7DT02947K.

Dimethyl 2,6-Pyridinedicarboxylate(5453-67-8)Related Product Information

• DIMETHYL 2,3-PYRIDINEDICARBOXYLATE
• PYRIDINE-3,4-DICARBOXYLIC ANHYDRIDE
• Diethyl 2,6-pyridinedicarboxylate
• dimethyl 4-chloropyridine-2,6-dicarboxylate
• Dimethyl 2,6-Pyridinedicarboxylate
• DIMETHYL 2,5-PYRIDINEDICARBOXYLATE
• DIETHYL 4-ETHYL-1,4-DIHYDRO-2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLATE,diethyl 4-ethyl-dihydro-dimethyl-3,5-pyridinedicarboxylate
• DIETHYL1,4-DIHYDRO-2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLATE(DILUDIN),DIETHYL 1,4-DIHYDRO-2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLATE
• DIETHYL 2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLATE
• Ethyl methyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate
• Diethyl 4-ethoxy-2,6-pyridinedicarboxylate
• 2,2',6,6'-TETRAKIS(METHOXYCARBONYL)-4,4'-BIPYRIDINE
• DIETHYL 4-CHLORO-2,6-PYRIDINEDICARBOXYLATE
• Dimethyl 2-bromo-2,6-pyridinedicarboxylate
• Diethyl 4-iodo-2,6-pyridinedicarboxylate
• Dimethyl 4-methoxy-2,6-Pyridinedicarboxylate
• Diethyl 4-bromopyridine-2,6-dicarboxylate
• [4,4'-BIPYRIDINE]-2,2',6,6'-TETRACARBOXYLIC ACID TETRAETHYL ESTER