Pyridine-2,6-dicarboxylic acid 1-oxide

Base Information

• Chemical Name: Pyridine-2,6-dicarboxylic acid 1-oxide
• CAS No.: 15905-16-5
• Molecular Formula: C7H5 N O5
• Molecular Weight: 183.12
• Hs Code.: 2933399090
• European Community (EC) Number: 240-043-4
• NSC Number: 78435
• DSSTox Substance ID: DTXSID30166562
• Nikkaji Number: J219.897E
• Wikidata: Q83035731
• ChEMBL ID: CHEMBL1160390
• Mol file: 15905-16-5.mol

Synonyms:15905-16-5;Pyridine-2,6-dicarboxylic acid 1-oxide;1-oxidopyridin-1-ium-2,6-dicarboxylic acid;Pyridine-2,6-dicarboxylic acid N-oxide;2,6-Dicarboxypyridine 1-oxide;2,6-Pyridinedicarboxylic acid, 1-oxide;CHEMBL1160390;2,6-pyridinedicarboxylic acid 1-oxide;2,6-DICARBOXYPYRIDIN-1-IUM-1-OLATE;SCHEMBL7703181;DTXSID30166562;NSC78435;EINECS 240-043-4;BDBM50403311;NSC-78435;2,6-Pyridinedicarboxylic acid N-oxide;AKOS006294825;FT-0729743;1-oxido-pyridin-1-ium-2,6-dicarboxylic acid

Chemical Property of Pyridine-2,6-dicarboxylic acid 1-oxide

Chemical Property:

• Melting Point: 155-157 °C
• Boiling Point: 644.8 °C at 760 mmHg
• PKA: 0.97±0.50(Predicted)
• Flash Point: 343.7 °C
• PSA: 100.06000
• Density: 1.6 g/cm³
• LogP: 0.51150
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 183.01677226
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=[N+](C(=C1)C(=O)O)[O-])C(=O)O

Technology Process of Pyridine-2,6-dicarboxylic acid 1-oxide

There total 3 articles about Pyridine-2,6-dicarboxylic acid 1-oxide 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: 86.0%

Pyridine-2,6-dicarboxylic acid (499-83-2) → Pyridine-2,6-dicarboxylic acid N-oxide (15905-16-5)

Guidance literature:

With tetrahexylammonium chloride; dihydrogen peroxide; <(Ph2PO2)(WO(O2)2)2>; In toluene; at 90 ℃; for 5h;

Reference yield:

→ Pyridine-2,6-dicarboxylic acid N-oxide (15905-16-5)

Guidance literature:

With peracetic acid; sodium hydroxide; acetic acid;

DOI:10.1021/jo01092a605

Reference yield:

→ Pyridine-2,6-dicarboxylic acid N-oxide (15905-16-5)

Guidance literature:

2,6-Lutidin-N-oxid, KMnO4, W. (Oxid.; auch in Ggw. von 10percentig. HNO3, CO2 u./oder KOH);

DOI:10.1016/S0167-8655(00)00007-6

upstream raw materials:

Pyridine-2,6-dicarboxylic acid

Downstream raw materials:

[Zn(pyridine-2,6-dicarboxylate)(1,4-bis(imidazol-1-ylmethyl)benzene)](n)

4-chloropyridine-2,6-dicarbonyl dichloride

Refernces

• 1、 Mitsui, Kazuhiko,Parquette, Jon R.. "Convenient multigram synthesis of 4-chloropyridine-2,6-dicarbonyl dichloride". . p. 713 - 714. Retrieved 2009.
• 2、 Amador, Adrian G.,Sherbrook, Evan M.,Yoon, Tehshik P.. "Enantioselective Photocatalytic [3 + 2] Cycloadditions of Aryl Cyclopropyl Ketones". supporting information. p. 4722 - 4725. Retrieved 2016/05/10.