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  • 2,5-Pyridinedicarboxylic acid

  • 2,5-Pyridinedicarboxylic acid

    Catalog Number
    ACM100265
    CAS Number
    100-26-5
    Product Name
    2,5-Pyridinedicarboxylic acid
    Structure
    Category
    Monomers
    Synonyms
    Pyridine-2,5-dicarboxylic acid;Pyridinedicarboxylic acid;Isocinchomeronic acid
    IUPAC Name
    Pyridine-2,5-dicarboxylic acid
    Molecular Weight
    167.12
    Molecular Formula
    C7H5NO4
    Canonical SMILES
    C1=CC(=NC=C1C(=O)O)C(=O)O
    InChI
    LVPMIMZXDYBCDF-UHFFFAOYSA-N
    InChI Key
    InChI=1S/C7H5NO4/c9-6(10)4-1-2-5(7(11)12)8-3-4/h1-3H,(H,9,10)(H,11,12)
    Boiling Point
    295.67 ºC
    Melting Point
    242-247 °C
    Purity
    95%+
    Density
    1.52g/ml
    Solubility
    0.01 M
    Appearance
    Yellow to green powder
    Storage
    Store under inert gas
    Complexity
    204
    Covalently-Bonded Unit Count
    1
    EC Number
    202-834-2
    Exact Mass
    167.021858g/mol
    Formal Charge
    0
    Hazard Statements
    H315 : Causes skin irritation.H319 : Causes serious eye irritation.
    Heavy Atom Count
    12
    MDL Number
    MFCD00006297
    MeSH Entry Terms
    2,5-PDC;2,5-pyridinedicarboxylate;2,5-Pyridinedicarboxylic acid;pyridine-2,5-dicarboxylic acid;pyridine-2,5-dicarboxylic acid, disodium salt;pyridine-2,5-dicarboxylic acid, sodium salt
    Monoisotopic Mass
    167.021858g/mol
    NSC Number
    177
    Precautionary Statements
    P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.
    Refractive Index
    1.62
    Rotatable Bond Count
    2
    Signal Word
    Warning
    Specific Gravity
    1.16
    UNII
    4K1KGR926X
    XLogP3
    0.2
    Case Study

    Synthesis of Rare Earth Metal Organic Framework Materials Based on 2,5-Pyridinedicarboxylic Acid Ligands

    Zheng L, et al. Molecular Crystals and Liquid Crystals, 2018, 666(1), 109-118.

    2,5-Pyridinedicarboxylic acid can be used to synthesize metal organic framework (MOF) materials. Using 2,5-pyridinedicarboxylic acid (H2Pdc) ligand, Eu salt and gadolinium oxide as raw materials, two MOFs were successfully synthesized using a hydrothermal method, and single crystals were obtained. The following is the synthesis procedure of two MOF materials.
    · Synthesis of [Eu (bipy) (CH3COO)·H2O] n (1)
    Eu(NO3)3·6H2O(0.113 g, 0.5 mmol), Co(CH3COO)2 (0.125 g, 0.5 mmol), H2Pdc (0.167 g, 1 mmol) were dissolved in distilled water with stirring for 1h at room temperature. Then add the mixture to an autoclave (25 mL) equipped with a Teflon substrate. And then the autoclave was placed in an oven and heated to 140 °C for 72 h. Turn off the oven allowed to cool to room temperature, remove the reactor, yellow needlelike crystals (1) generated, filtered, dried naturally and collected samples. Yield: 60%.
    · Synthesis of [Gd (bipy) (CH3COO)] n (2)
    The synthesis of [Gd (bipy) (CH3COO)]n (2) is similar to that of 1, except that europium nitrate and cobalt acetate were replaced by gadolinium oxide and zinc acetate. A transparent block crystal is formed, filtered and dried naturally, then collected samples. Yield: 79%.

    Synthesis of Samarium(III) Coordination Polymer Based on 2,5-Pyridinedicarboxylic Acid Ligand

    Ay B, Doğan N, Yildiz E, et al. Polyhedron, 2015, 88, 176-181.

    A Sm(III) coordination polymer was successfully synthesized via hydrothermal reaction from the reaction mixture of Sm(NO3)3·6H2O, 2,5-pyridinedicarboxylic acid (2,5-pydcH2), piperazine and H2O. The metal complex polymer exhibits good thermal stability and photoluminescence emission in the solid state in the phosphorescent region.
    Synthesis of the coordination polymer
    · A mixture of Sm(NO3)3·6H2O (0.134 g, 0.3 mmol), pyridine 2,5-dicarboxylic acid (0.153 g, 0.9 mmol), piperazine (0.027 g, 0.3 mmol) and H2O (5 mL, 278 mmol) in the mole ratio 1.00:3.00:1.00:927 was sealed in a 23 mL Teflon reactor and kept under autogenous pressure at 160 ºC for 72 hours.
    · The mixture was cooled to room temperature at a rate of 20 °C/h, and bright yellow colored crystals were obtained. The heterogeneous solution was separated from the solid phase, the crystals washed with water and dried at room temperature. Yield: 81 % based on Sm. Initial pH; 1.90, final pH; 3.40. The coordination polymer is insoluble in common solvents (ethanol, methanol, acetonitrile etc.) and water.

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