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379336

Sigma-Aldrich

Dimethyl 2,6-pyridinedicarboxylate

99%

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About This Item

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
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)

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