Clopyralid

Base Information

• Chemical Name: Clopyralid
• CAS No.: 1702-17-6
• Molecular Formula: C6H3Cl2NO2
• Molecular Weight: 192.001
• Hs Code.: 2933399028
• European Community (EC) Number: 216-935-4
• ICSC Number: 0443
• UNII: 10G14M0WDH
• DSSTox Substance ID: DTXSID9029221
• Nikkaji Number: J7.566C
• Wikipedia: Clopyralid
• Wikidata: Q2188539
• Metabolomics Workbench ID: 62526
• ChEMBL ID: CHEMBL1650605
• Mol file: 1702-17-6.mol

Synonyms:3,6-dichloropicolinic acid;clopyralid;clopyralide;Dowco 290;Lontrel

Chemical Property of Clopyralid

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 0.000599mmHg at 25°C
• Melting Point: 151-152 °C
• Refractive Index: 1.59
• Boiling Point: 323.718 °C at 760 mmHg
• PKA: 2.02±0.25(Predicted)
• Flash Point: 149.579 °C
• PSA: 50.19000
• Density: 1.612 g/cm³
• LogP: 2.08660
• Storage Temp.: 0-6°C
• Water Solubility.: 1.0 g/L
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.9540837
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

Clopyralid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi;N,Xi,N,X
• Statements: 41-51/53
• Safety Statements: 26-30-61-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Other
• Canonical SMILES: C1=CC(=NC(=C1Cl)C(=O)O)Cl
• Inhalation Risk: Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Description: Clopyralid is an herbicide that selectively inhibits the growth of the broadleaf weed L. palustris over a panel of 17 New Zealand native non-broadleaf plant species when applied at a concentration of 1.5 mg/L. It does not inhibit growth of human pluripotent stem cells (IC50 = >100 μM) or decrease nuclear translocation of the transcription factor SOX17, a marker of teratogenic risk. In vivo, clopyralid induces brain defects in rabbits, but not rats, when administered at a dose of 250 mg/kg.
• Uses: Systemic post-emergence herbicide for use in food crops and mesquite.

Technology Process of Clopyralid

There total 7 articles about Clopyralid 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: 94.8%

3,6-dichloro-2-pyridinecarbonitrile (1702-18-7) → Clopyralid (1702-17-6)

Guidance literature:

With ethanol; sodium hydroxide; Reflux;

Reference yield: 58.0%

2,5 dichloropyridine (16110-09-1) + carbon dioxide (124-38-9,18923-20-1) → Clopyralid (1702-17-6)

Guidance literature:

2,5 dichloropyridine; With tert.-butyl lithium; In diethyl ether; pentane; at -75 ℃; for 2h;

carbon dioxide; at -78 ℃;

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

Reference yield:

3,5,6-trichloro-4-hydrazinopicolinic acid (32889-74-0) → Clopyralid (1702-17-6)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In dichloromethane; water;

upstream raw materials:

2,5 dichloropyridine

carbon dioxide

3,6-dichloro-2-pyridinecarbonitrile

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

Downstream raw materials:

3,6-bis-methylthiopyridine-2-carboxylic acid

(3,6-dichloropyridin-2-yl)methanol

3,6-dichloropyridine-2-carboxylic acid chloride

8-{[(3,6-dichloropyridin-2-yl)carbonyl]amino}-1-(4-fluorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxamide

Refernces

• 1、 -. "NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND". . . Retrieved 2017/08/26.
• 2、 -. "N-(phenylsulfonyl)picolinamide derivatives, process for producing the same, and herbicide". . . Retrieved 2008/06/13.