2,6-Dichloroisonicotinic acid

Base Information

• Chemical Name: 2,6-Dichloroisonicotinic acid
• CAS No.: 5398-44-7
• Molecular Formula: C6H3Cl2NO2
• Molecular Weight: 192.001
• Hs Code.: 29333990
• European Community (EC) Number: 611-076-5
• NSC Number: 4466
• DSSTox Substance ID: DTXSID20202286
• Nikkaji Number: J81.020G
• Wikidata: Q27140359
• Metabolomics Workbench ID: 66293
• ChEMBL ID: CHEMBL2447891
• Mol file: 5398-44-7.mol

Synonyms:2,6-dichloroisonicotinic acid;2,6-dichloroisonicotinic acid, calcium salt;2,6-dichloroisonicotinic acid, lithium salt;2,6-dichloroisonicotinic acid, magnesium salt;2,6-dichloroisonicotinic acid, potassium salt;2,6-dichloroisonicotinic acid, sodium salt

Chemical Property of 2,6-Dichloroisonicotinic acid

Chemical Property:

• Appearance/Colour: off-white to beige or light brownish powder
• Vapor Pressure: 1.93E-08mmHg at 25°C
• Melting Point: 210-211 °C
• Boiling Point: 437.8 °C at 760 mmHg
• PKA: 2.63±0.10(Predicted)
• Flash Point: 218.6 °C
• PSA: 50.19000
• Density: 1.612 g/cm³
• LogP: 2.08660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: insoluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.9540837
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichloroisonicotinic Acid ^*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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(N=C1Cl)Cl)C(=O)O
• Uses: 2,6-Dichloroisonicotinic acid is a derivative of isonicotinic acid (I821760). Treatment of oat cultivars using 2,6-dichloroisonicotinic acid results in an increased accumulation of avenathramide. 2,6-Dichloroisonicotinic acid is a well known inducer of plant resistance and induces the transcription of ZmNAC100 transcription factor.

Technology Process of 2,6-Dichloroisonicotinic acid

There total 14 articles about 2,6-Dichloroisonicotinic 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: 100.0%

methyl 2,6-dichloroisonicotinate (42521-09-5) → 2,6-dichloropyridine-4-carboxylic acid (5398-44-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1.5h;

DOI:10.1021/ol0272287

Reference yield: 90.0%

citrazinic acid (99-11-6) → 2,6-dichloropyridine-4-carboxylic acid (5398-44-7)

Guidance literature:

With tetrabutyl-ammonium chloride; trichlorophosphate; at 140 ℃;

DOI:10.1039/c5cc03139g

Reference yield: 89.0%

2,6-dichloro-4-iodopyridine (98027-84-0) + carbon dioxide (124-38-9,18923-20-1) → 2,6-dichloropyridine-4-carboxylic acid (5398-44-7)

Guidance literature:

2,6-dichloro-4-iodopyridine; With tert.-butyl lithium; In diethyl ether; pentane; at -75 ℃; for 0.25h;

carbon dioxide; at -78 ℃;

DOI:10.1002/1099-0690(200104)2001:7<1371::AID-EJOC1371>3.0.CO;2-E

upstream raw materials:

P,P-dichlorophenylphosphine oxide

citrazinic acid

4-carboxy-2,6-dihydroxypyridine

trichlorophosphate

Downstream raw materials:

methyl 2,6-dichloroisonicotinate

2,6-dichloroisonicotinic acid ethyl ester

2,6-dipropoxy-isonicotinic acid

2-butoxy-6-chloro-isonicotinic acid