Metolachlor

Base Information

• Chemical Name: Metolachlor
• CAS No.: 51218-45-2
• Deprecated CAS: 55762-76-0,63150-68-5,94449-58-8,164201-38-1,63150-68-5
• Molecular Formula: C15H22ClNO2
• Molecular Weight: 283.798
• Hs Code.: 29242990
• European Community (EC) Number: 257-060-8
• ICSC Number: 1360
• UNII: X0I01K05X2
• DSSTox Substance ID: DTXSID4022448
• Nikkaji Number: J1.898H
• Wikipedia: Metolachlor
• Wikidata: Q409598
• Metabolomics Workbench ID: 67472
• ChEMBL ID: CHEMBL1884974
• Mol file: 51218-45-2.mol

Synonyms:2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxyethyl)acetamide;metolachlor

Chemical Property of Metolachlor

Chemical Property:

• Appearance/Colour: Tan to brown oily liquid with a slightly sweet odor
• Vapor Pressure: 7.91E-07mmHg at 25°C
• Melting Point: 25°C
• Refractive Index: 1.533
• Boiling Point: 406.819 °C at 760 mmHg
• PKA: 1.45±0.50(Predicted)
• Flash Point: 199.837 °C
• PSA: 29.54000
• Density: 1.101 g/cm³
• LogP: 3.16410
• Storage Temp.: APPROX 4°C
• Water Solubility.: 529.7mg/L(20 oC)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 283.1339066
• Heavy Atom Count: 19
• Complexity: 285

Purity/Quality:

99% ^*data from raw suppliers

Metolachlor ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn,F
• Hazard Codes: Xi,Xn,F
• Statements: 43-36-20/21/22-11
• Safety Statements: 36/37-36-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Chloracetanilide
• Canonical SMILES: CCC1=CC=CC(=C1N(C(C)COC)C(=O)CCl)C
• Recent ClinicalTrials: Efficacies of HDDT With or Without Bismuth vs Amoxicillin-metronidazole BQT for First-line H Pylori Eradication
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying.
• Uses: Preemergence herbicide used to control most annual grasses and many annual weeds in beans, chickpeas, corn, cotton, milo, okra, peanuts, peas, potatoes, safflower, soybeans and some ornamentals. A selective pre-emergence herbicide.

Technology Process of Metolachlor

There total 4 articles about Metolachlor 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: 98.0%

2-methyl-6-ethyl-N-(1-methyl-2-methoxyethyl)aniline (51219-00-2,118604-69-6,118604-70-9,786711-55-5) + chloroacetyl chloride (79-04-9) → 2-chloro-6'-ethyl-N-(2-methoxy-1-methylethyl)acet-o-toluidide (51218-45-2)

Guidance literature:

With sodium carbonate; In toluene; at -20 ℃;

Reference yield:

6-ethyl-o-toluidine (24549-06-2) → 2-chloro-6'-ethyl-N-(2-methoxy-1-methylethyl)acet-o-toluidide (51218-45-2)

Guidance literature:

Multi-step reaction with 3 steps

1: boron trifluoride / toluene / 10 h / 90 °C

2: hydrogen / 4 h / 50 °C / 52505.3 Torr

3: sodium carbonate / toluene / 3 h / 20 °C

With boron trifluoride; hydrogen; sodium carbonate; In toluene;

Reference yield:

N-(2’-methyl-6’-ethyl-phenyl)-N-1-(methoxymethyl)ethylimine (118604-68-5) → 2-chloro-6'-ethyl-N-(2-methoxy-1-methylethyl)acet-o-toluidide (51218-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / 4 h / 50 °C / 52505.3 Torr

2: sodium carbonate / toluene / 3 h / 20 °C

With hydrogen; sodium carbonate; In toluene;

upstream raw materials:

2-methyl-6-ethyl-N-(1-methyl-2-methoxyethyl)aniline

chloroacetyl chloride

6-ethyl-o-toluidine

N-(2’-methyl-6’-ethyl-phenyl)-N-1-(methoxymethyl)ethylimine

Downstream raw materials:

N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide

2-[(2-ethyl-6-methylphenyl)(2-methoxy-1-methylethyl)amino]-2-oxoethanesulfonic acid

Refernces

• 1、 -. "Synthesizing method for chloroacetamide compound". Paragraph 0065-0067. . Retrieved 2019/10/01.
• 2、 -. "Synthesis method of metolachlor". Paragraph 0054; 0055; 0056; 0057; 0058; 0059. . Retrieved 2016/10/31.