Pyridine-3,5-dicarboxylic acid

Base Information

• Chemical Name: Pyridine-3,5-dicarboxylic acid
• CAS No.: 499-81-0
• Molecular Formula: C7H5NO4
• Molecular Weight: 167.121
• Hs Code.: 29333999
• European Community (EC) Number: 207-893-8
• NSC Number: 6497
• UNII: N5NMH4PZ3D
• DSSTox Substance ID: DTXSID10198149
• Nikkaji Number: J6.183B
• Wikipedia: Dinicotinic_acid
• Wikidata: Q15632703
• Metabolomics Workbench ID: 56720
• ChEMBL ID: CHEMBL446761
• Mol file: 499-81-0.mol

Synonyms:3,5-pyridinedicarboxylic acid

Chemical Property of Pyridine-3,5-dicarboxylic acid

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: 2.13E-09mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 463.7 °C at 760 mmH
• PKA: 2.8(at 25℃)
• Flash Point: 234.2 °C
• PSA: 87.49000
• Density: 1.551 g/cm³
• LogP: 0.47800
• Storage Temp.: Refrigerator
• Solubility.: 1.0g/l
• Water Solubility.: insoluble
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 167.02185764
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

3,5-Pyridinedicarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-24/25-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=NC=C1C(=O)O)C(=O)O
• Uses: 3,5-Pyridinedicarboxylic Acid is a competitive inhibitor of butyrobetaine hydroxylase. It is also used as organic synthesis and pharmaceutical intermediates.

Technology Process of Pyridine-3,5-dicarboxylic acid

There total 13 articles about Pyridine-3,5-dicarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

3,5-Lutidine (591-22-0) → 3,5-Pyridinedicarboxylic acid (499-81-0)

Guidance literature:

With potassium permanganate; In water; at 80 - 100 ℃;

DOI:10.1016/j.molstruc.2006.10.013

Reference yield: 27.0%

3,5-Lutidine (591-22-0) → 5-methylnicotinic acid (3222-49-9) + 3,5-Pyridinedicarboxylic acid (499-81-0)

Guidance literature:

With potassium permanganate; In water; 1.) from RT to 43 deg C, 5 h, 2.) 45 deg C, overnight;

DOI:10.1021/jo00250a019

Reference yield:

pyridine (110-86-1) + carbon dioxide (124-38-9,18923-20-1) → nicotinic acid (59-67-6) + 3,5-Pyridinedicarboxylic acid (499-81-0) + Pyridine-2,5-dicarboxylic acid (100-26-5) + 3,4-pyridinecarboxylic acid (490-11-9)

Guidance literature:

at -263.16 ℃; Temperature; Irradiation;

DOI:10.1016/j.chemphys.2016.03.010

upstream raw materials:

3,5-Lutidine

3,5-diisopropenyl-pyridine

nicotinic acid

methyl iodide

Downstream raw materials:

diethyl 3,5-pyridinedicarboxylate

dimethyl pyridine-3,5-dicarboxylate

pyridine-3,5-dicarbonyl dichloride

N,N'-(pyridine-3,5-diyldicarbonyl)bis[(2S)-2-amino-3-phenylpropanoic acid]

Refernces

• 1、 Brock,McMurtrie, John C.,Clegg. "Self-assembly of bis-β-diketone-based [M2 L 2] dinuclear platforms into 2-dimensional coordination polymers". . p. 4786 - 4791. Retrieved 2019/08/20.
• 2、 -. "DOPAMINE D3 RECEPTOR ANTAGONISTS COMPOUNDS". Page/Page column 150. . Retrieved 2016/05/19.