6597-78-0

Basic information

• Product Name: DICAMBA METHYL ESTER
• Synonyms: 2-Methoxy-3,6-dichlorobenzoic acid methyl ester;60CS16;Banvel 60CS16;Benzoic acid, 3,6-dichloro-2-methoxy-, methyl ester;DicaMba Methyl est;dicamba-methyl;Methyl 2-methoxy-3,6-dichlorobenzoate;Methyl 3,6-dichloro-o-anisate
• CAS NO: 6597-78-0
• Molecular Formula: C₉H₈Cl₂O₃
• Molecular Weight: 235.06
• EINECS: 203-777-6
• Product Categories: Aromatic acidPesticides&Metabolites;Method 8150/8151;8000 Series Solidwaste Methods;Alpha sort;D;DAlphabetic;DIA - DICEPA;Herbicides;Pesticides&Metabolites
• Mol File: 6597-78-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 335.78°C (rough estimate)
• Flash Point: -26 °C
• Appearance: /
• Density: 1.3965 (rough estimate)
• Vapor Pressure: 0.000564mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: DICAMBA METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: DICAMBA METHYL ESTER(6597-78-0)
• EPA Substance Registry System: DICAMBA METHYL ESTER(6597-78-0)

Safety Data

• Hazard Codes: F,Xn,N
• Statements: 11-38-48/20-51/53-62-65-67-52/53-36/37/38-22
• Safety Statements: 36/37-61-62-26-33-29-16-9
• RIDADR: UN2810 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 6597-78-0(Hazardous Substances Data)

Usage

Uses

Dicamba Methyl Ester is a derivative of Dicamba (D429800), a herbicide that functions by increasing plant growth rate.

InChI:InChI=1/C9H8Cl2O3/c1-13-8-6(11)4-3-5(10)7(8)9(12)14-2/h3-4H,1-2H3

Upstream product

• 74-87-3 methylene chloride 
• 3401-80-7 3,6-dichloro-2-hydroxybenzoic acid 
• 75-45-6 Chlorodifluoromethane 
• 67-56-1 methanol 
• 2905-69-3 methyl 2,5-dichlorobenzoate 
• 50-79-3 2,5-dichlorobenzoic acid 
• 2200-85-3 5-bromo-3-chloro-2-hydroxybenzoic acid 
• 69-72-7 salicylic acid 
• 89-55-4 5-bromosalicyclic acid 
• 1918-00-9 3,6-dichloro-O-anisic acid 
• 74-88-4 methyl iodide 

Downstream Products

• 1353055-83-0 methyl 2-methoxy-3,6-bis(phenylthio)benzoate 
• 1918-00-9 3,6-dichloro-O-anisic acid 
• 75355-11-2 C₂₀H₁₆O₂S₂ 
• 1353055-84-1 methyl 3,6-bis(1-adamantylthio)-2-methoxybenzoate 

Relevant articles and documents

Site-Selective Late-Stage Aromatic [18F]Fluorination via Aryl Sulfonium Salts

Site-selective functionalization of C?H bonds in small complex molecules is a long-standing challenge in organic chemistry. Herein, we report a broadly applicable and site-selective aromatic C?H dibenzothiophenylation reaction. The conceptual advantage of this transformation is further demonstrated through the two-step C?H [18F]fluorination of a series of marketed small-molecule drugs.

Preparation method of micamba methyl ester

The invention provides a preparation method of micamba methyl ester. The preparation method comprises the steps as follows: A) salicylic acid and bromine are subjected to a reaction in concentrated sulfuric acid, 5-bromosalicylic acid is obtained; B) 5-bromosalicylic acid and chlorine are subjected to a chlorination reaction, 5-bromo-3,6-dichlorosalycylic acid is obtained; C) 5-bromo-3,6-dichlorosalycylic acid is subjected to a debromination reaction under the alkaline condition and under the action of metal powder, and 3,6-dichlorosalycylate is obtained; D) 3,6-dichlorosalycylate and halomethane are subjected to a methylation reaction in methanol and a quaternary ammonium salt phase transfer catalyst, and 3,6-dichloro-2-methyl methoxybenzoate is obtained; E) methanol is removed by distillation; F) a system after distillation is left to stand for laying, an organic phase is distilled, and dicamba methyl ester is obtained. By means of the preparation method, the yield and purity are higher, the route is simple and the production cost is low.

Preparation method of dicamba

The invention provides a preparation method of dicamba. The preparation method comprises the steps as follows: A) salicylic acid and bromine or hydrogen bromide are subjected to a reaction in concentrated sulfuric acid, 5-bromosalicylic acid is obtained; B) 5-bromosalicylic acid and chlorine are subjected to a chlorination reaction, 5-bromo-3,6-dichlorosalycylic acid is obtained; C) 5-bromo-3,6-dichlorosalycylic acid is subjected to a debromination reaction under the alkaline condition and under the action of metal powder, and 3,6-dichlorosalycylic acid is obtained; D) 3,6-dichlorosalycylic acid and halomethane are subjected to an etherification reaction in a mixed solvent of water and methanol, and methyl-3,6-dichloro-2-methoxybenzoate is obtained; E) methanol is removed by distillation;F) a system after distillation is left to stand for laying, an organic phase is distilled, and dicamba methyl ester is obtained; G) dicamba methyl ester is subjected to alkaline hydrolysis, acidification and drying, and dicamba is obtained. The route comprises few steps and has low difficulty, the equipment requirement and investment are lower, continuous production can be realized, no three wastes are produced, and the product yield and purity are higher.