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379336

Sigma-Aldrich

Dimethyl 2,6-pyridinedicarboxylate

99%

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Empirical Formula (Hill Notation):
C9H9NO4
CAS Number:
Molecular Weight:
195.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

mp

121-125 °C (lit.)

SMILES string

COC(=O)c1cccc(n1)C(=O)OC

InChI

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

InChI key

SNQQJEJPJMXYTR-UHFFFAOYSA-N

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.

Application

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

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Potentiometric determination of the stabilities of cobalt (II) complexes of polyamine Schiff bases and their dioxygen adducts.
Motekaitis RJ and Martell AE.
Inorganic Chemistry, 27(15), 2718-2724 (1988)
Preparation and Luminescent Properties of a Novel Carbazole Functionalized Bis-?-diketone Ligand and Corresponding Eu (III) and Tb (III) Complexes.
Zhang W, et al.
Bull. Korean Chem. Soc., 30(10), 2213-2216 (2009)
Thermochemical and theoretical studies of dimethylpyridine-2, 6-dicarboxylate and pyridine-2, 3-, pyridine-2, 5-, and pyridine-2, 6-dicarboxylic acids.
Matos MAR, et al.
Journal of Chemical and Engineering Data, 50(4), 1184-1191 (2004)
Using acetate anions to induce translational isomerization in a neutral urea-based molecular switch.
Yi-Lin Huang et al.
Angewandte Chemie (International ed. in English), 46(35), 6629-6633 (2007-08-01)

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