Triclopyr

Base Information

• Chemical Name: Triclopyr
• CAS No.: 55335-06-3
• Deprecated CAS: 69653-72-1
• Molecular Formula: C7H4Cl3NO3
• Molecular Weight: 256.473
• Hs Code.: 3808931100
• European Community (EC) Number: 259-597-3
• ICSC Number: 1100
• NSC Number: 190671
• UNII: MV06PHJ6I0
• DSSTox Substance ID: DTXSID0032497
• Nikkaji Number: J1.901A
• Wikipedia: Triclopyr
• Wikidata: Q2303660
• Metabolomics Workbench ID: 67742
• ChEMBL ID: CHEMBL1865925
• Mol file: 55335-06-3.mol

Synonyms:3,5,6-trichloro-2-pyridyloxyacetic acid;Garlon;triclopyr;triclopyr butoxyethyl ester;triclopyr triethylamine salt;triclopyr-(3,5,6-trichloro-2-pyridl-oxyacetic acid);triclopyr-triethylammonium

Chemical Property of Triclopyr

Chemical Property:

• Appearance/Colour: Colourless liquid
• Vapor Pressure: 8.81E-06mmHg at 25°C
• Melting Point: 148-150 °C
• Refractive Index: 1.59
• Boiling Point: 359.1 °C at 760 mmHg
• PKA: 2.68(at 25℃)
• Flash Point: 171 °C
• PSA: 59.42000
• Density: 1.669 g/cm³
• LogP: 2.50520
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• Water Solubility.: 0.43g/L(temperature not stated)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 254.925676
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

Triclopyr ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Other
• Canonical SMILES: C1=C(C(=NC(=C1Cl)Cl)OCC(=O)O)Cl
• Recent ClinicalTrials: Lymphomyosot for Ankle Edema Following Fracture
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly when dispersed.
• Effects of Short Term Exposure: May cause mechanical irritation.
• Uses: Selective postemergence herbicide to control many woody and broad-leaved weeds. Triclopyr is a selective post-emergence herbicide.

Technology Process of Triclopyr

There total 11 articles about Triclopyr 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: 99.1%

potassium trichloropyridine + chloroacetic acid (79-11-8) → triclopyr acid (55335-06-3)

Guidance literature:

chloroacetic acid; With ammonia; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 0.5h;

potassium trichloropyridine; With N-benzyl-N,N,N-triethylammonium chloride; In N,N-dimethyl-formamide; at 100 ℃; for 5h;

Reference yield: 95.3%

chloroacetic acid (79-11-8) + sodium salt of 3,5,6-trichloropyridine-2-ol → triclopyr acid (55335-06-3)

Guidance literature:

chloroacetic acid; With ammonia; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 0.5h;

sodium salt of 3,5,6-trichloropyridine-2-ol; With N-benzyl-N,N,N-triethylammonium chloride; In N,N-dimethyl-formamide; at 100 - 120 ℃; for 4h; Reagent/catalyst; Temperature; Solvent;

Reference yield: 94.2%

methyl 2-[(3,5,6-trichloropyridin-2-yl)oxy]acetate (60825-26-5) → triclopyr acid (55335-06-3)

Guidance literature:

methyl 2-[(3,5,6-trichloropyridin-2-yl)oxy]acetate; With water; sodium hydroxide; at 80 - 85 ℃; for 4h;

With sulfuric acid; In water; pH=1 - 2; Product distribution / selectivity;

upstream raw materials:

diazoacetic acid ethyl ester

3,5,6-trichloropyridin-2 ol

ethyl 2-((3,5,6-trichloropyridin-2-yl)oxy)acetate

methyl 2-[(3,5,6-trichloropyridin-2-yl)oxy]acetate

Downstream raw materials:

triclopyr butoxyethyl ester

methyl (S)-2-[[[(3,5,6-trichloro-2-pyridyl)oxy]methylcarbonyl]amino]-6-(2,4-dinitrophenyl)aminohexanoate

Refernces

• 1、 Huang, Hao,Liu, Jian-Min,Shu, Lei,Wang, Man-Man,Yan, Yi-Le,Zhang, Da-Yong,Zhang, Jian-Qiu. "Synthesis and herbicidal activities of aryloxyacetic acid derivatives as HPPD inhibitors". supporting information. p. 233 - 247. Retrieved 2020/03/27.
• 2、 -. "Preparation method of herbicide triclopyr butoxyethyl ester". Paragraph 0027-0029; 0033. . Retrieved 2017/11/29.