3,4,5,6-Tetrachloropyridine-2-carboxylic acid

Base Information

• Chemical Name: 3,4,5,6-Tetrachloropyridine-2-carboxylic acid
• CAS No.: 10469-09-7
• Molecular Formula: C6HCl4NO2
• Molecular Weight: 260.891
• Hs Code.: 2933399090
• European Community (EC) Number: 233-956-4
• UNII: 7E9ZN8AB09
• DSSTox Substance ID: DTXSID2044509
• Nikkaji Number: J212.409B
• Wikidata: Q27268153
• ChEMBL ID: CHEMBL3182401
• Mol file: 10469-09-7.mol

Synonyms:10469-09-7;3,4,5,6-Tetrachloropyridine-2-carboxylic acid;3,4,5,6-Tetrachloropicolinic acid;Tetrachloropicolinic acid;tetrachloropyridine-2-carboxylic acid;2-Pyridinecarboxylic acid, 3,4,5,6-tetrachloro-;UNII-7E9ZN8AB09;7E9ZN8AB09;DTXSID2044509;3,4,5,6-Tetrachloro-2-pyridinecarboxylic acid;EINECS 233-956-4;2-Pyridinecarboxylicacid, 3,4,5,6-tetrachloro-;Tetrachloropyridine-2-carboxylicacid;SCHEMBL3257142;CHEMBL3182401;DTXCID0024509;3,4,5,6-Tetrachloropicolinicacid;HMS1608G03;PICOLINIC ACID, TETRACHLORO-;TETRACHLORO-2-PICOLINIC ACID;Tox21_300981;BBL013051;MFCD00185833;STK301797;AKOS001483517;CS-W012501;SB55192;NCGC00248242-01;NCGC00254883-01;AC-19877;AS-54454;CAS-10469-09-7;A1927;FT-0614123;TETRACHLORO-2-PYRIDINECARBOXYLIC ACID;EN300-00931;PICOLINIC ACID, 3,4,5,6-TETRACHLORO-;S10180;3,4,5,6-Tetrachloro-2-pyridinecarboxylic acid #;SR-01000396840;Pyridine-2-carboxylic acid, 3,4,5,6-tetrachloro-;SR-01000396840-1;W-108809;Q27268153;Z56855622;2,3,4,5-TETRACHLORO-6-PYRIDINECARBOXYLIC ACID;3,4,5,6-TETRACHLORO PYRIDINE-2-CARBOXYLIC ACID

Chemical Property of 3,4,5,6-Tetrachloropyridine-2-carboxylic acid

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 7.75E-06mmHg at 25°C
• Melting Point: 210-214 °C
• Refractive Index: 1.629
• Boiling Point: 360.8 °C at 760 mmHg
• PKA: 1.26±0.32(Predicted)
• Flash Point: 172 °C
• PSA: 50.19000
• Density: 1.824 g/cm³
• LogP: 3.39340
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Methanol
• Water Solubility.: Soluble in DMSO, Methanol. Insoluble in water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 260.873189
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

98%,99%, ^*data from raw suppliers

TetrachloropicolinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=NC(=C1Cl)Cl)C(=O)O)Cl)Cl
• Uses: 3,4,5,6-Tetrachloropyridine-2-carboxylic acid is an important raw material and intermediate used in organic synthesis, pharmaceutical and dyestuff. Tetrachloropyridine-2-carboxylic acid can be a reagent used in the synthesis of herbicides.

Technology Process of 3,4,5,6-Tetrachloropyridine-2-carboxylic acid

There total 3 articles about 3,4,5,6-Tetrachloropyridine-2-carboxylic 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: 88.0%

→ 3,4,5,6-tetrachloropyridinecarboxylic acid (10469-09-7)

Guidance literature:

With sulfuric acid; lithium acetate; water; silver; fluorosulphonic acid; acetic acid; In methanol; at 55 - 60 ℃; Electrolysis;

Reference yield: 86.9%

picloram (1918-02-1) → 3,4,5,6-tetrachloropyridinecarboxylic acid (10469-09-7)

Guidance literature:

picloram; With hydrogenchloride; sodium nitrite; In toluene; at 0 - 5 ℃; for 0.5h;

With copper(l) chloride; In toluene; at 5 - 55 ℃;

Reference yield: 59.0%

2,3,4,5,6-pentachloropyridine (2176-62-7) + carbon monoxide (201230-82-2) → 3,4,5-trichloropicolinic acid (5439-04-3) + 3,4,5,6-tetrachloropyridinecarboxylic acid (10469-09-7)

Guidance literature:

With 1,4-dihydroquinoline; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In water; triethylamine; at 80 ℃; for 3h; under 20251.6 Torr;

DOI:10.3987/com-03-9946

upstream raw materials:

2,3,4,5,6-pentachloropyridine

carbon monoxide

picloram

Downstream raw materials:

3,5,6-trichloro-4-hydrazinopicolinic acid

Clopyralid

4,5,6-trichloropicolinic acid

3,5,6-trichloropicolinic acid

Refernces

• 1、 Cook,Wakefield. "-". . p. 15. Retrieved 1968.
• 2、 -. "Method for preparing aldehyde and acid by electrochemical dehydrochlorination of polychloromethylpyridine derivatives". Paragraph 0035-0037; 0057-0060. . Retrieved 2020/08/27.
• 3、 Hull Jr., John W.,Wang, Chen. "Palladium-catalyzed carbonylation of polychlorinated pyridines. A simple laboratory approach to metal catalyzed carbonylation reactions". . p. 411 - 417. Retrieved 2007/10/03.