Mecoprop

Base Information

• Chemical Name: Mecoprop
• CAS No.: 93-65-2
• Deprecated CAS: 7085-19-0
• Molecular Formula: C10H11 Cl O3
• Molecular Weight: 214.649
• Hs Code.: 2918990022
• European Community (EC) Number: 230-386-8,202-264-4
• ICSC Number: 0055
• NSC Number: 60282
• UN Number: 2761,2765
• UNII: 74N8TKR9P8
• DSSTox Substance ID: DTXSID9024194
• Nikkaji Number: J330.862F,J3.940C
• Wikipedia: Mecoprop
• Wikidata: Q149452
• Pharos Ligand ID: JSYKQVRYLRYD
• Metabolomics Workbench ID: 143632
• ChEMBL ID: CHEMBL272942
• Mol file: 93-65-2.mol

Synonyms:2-(4-chloro-2-methylphenoxy)propionic acid;2-methyl-4-chlorophenoxypropionic acid;mecoprop;mecoprop, (+-)-isomer;mecoprop, (R)-isomer;mecoprop, (S)-isomer;mecoprop, ammonium salt;mecoprop, potassium salt;mecoprop, potassium salt, (+-)-isomer;mecoprop, sodium salt;mecoprop, sodium salt, (+-)-isomer

Chemical Property of Mecoprop

Chemical Property:

• Appearance/Colour: Colorless crystals.
• Vapor Pressure: 6.04E-05mmHg at 25°C
• Melting Point: 88-90°C
• Refractive Index: 1.542
• Boiling Point: 331.9°C at 760 mmHg
• PKA: 3.19±0.10(Predicted)
• Flash Point: 154.5°C
• PSA: 46.53000
• Density: 1.265g/cm³
• LogP: 2.50030
• Storage Temp.: APPROX 4°C
• Water Solubility.: 734 mg l-1
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.0396719
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

97% ^*data from raw suppliers

Mecoprop ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by ingestion and inhalation, irritant to skin and eyes.
• Hazard Codes: Xn,N
• Statements: 22-38-41-50/53
• Safety Statements: 26-37/39-61-60-13

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Chlorophenoxy
• Canonical SMILES: CC1=C(C=CC(=C1)Cl)OC(C)C(=O)O
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly on spraying or when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Uses: Herbicide.

Technology Process of Mecoprop

There total 5 articles about Mecoprop 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: 58.0%

4-chloro-2-methyl-1-[(3E)-pent-3-en-2-yloxy]benzene → (RS)-2-(4-chloro-o-tolyloxy)propionic acid (93-65-2,18221-59-5,7085-19-0)

Guidance literature:

4-chloro-2-methyl-1-[(3E)-pent-3-en-2-yloxy]benzene; With oxygen; ozone; acetic acid; In dichloromethane; at 0 ℃;

With selenium(IV) oxide; dihydrogen peroxide; In dichloromethane; at 0 - 20 ℃; for 48h; Reagent/catalyst; Inert atmosphere;

DOI:10.1134/S1070428018090075

Reference yield:

Preventol B 2 → (RS)-2-(4-chloro-o-tolyloxy)propionic acid (93-65-2,18221-59-5,7085-19-0)

Guidance literature:

With methanol; potassium hydroxide; In various solvent(s); at 25 ℃; pH=10; Further Variations:; pH-values; Kinetics;

DOI:10.1021/es980318f

Reference yield:

2-methyl-4-chlorophenol (1570-64-5) → (RS)-2-(4-chloro-o-tolyloxy)propionic acid (93-65-2,18221-59-5,7085-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / isopropyl alcohol / 0.17 h

2.1: ozone; acetic acid; oxygen / dichloromethane / 0 °C

2.2: 48 h / 0 - 20 °C / Inert atmosphere

With oxygen; ozone; acetic acid; potassium hydroxide; In dichloromethane; isopropyl alcohol; 1.2: |Claisen Rearrangement;

DOI:10.1134/S1070428018090075

upstream raw materials:

sodium 4-chloro-2-methyl-phenolate

Ethyl 2-bromopropionate

2-methyl-4-chlorophenol

Downstream raw materials:

2-(4-Chloro-2-methyl-phenoxy)-N-phenyl-propionamide

4-Amino-5-[1-(4-chloro-2-methyl-phenoxy)-ethyl]-4H-[1,2,4]triazole-3-thiol

(±)-2-(4-chloro-2-methylphenoxy)propionyl chloride

2-methyl-4-chlorophenol