10443-70-6

Basic information

• Product Name: MCPB-ETHYL ESTER
• Synonyms: 4-(4-chloro-2-methylphenoxy)-butanoicaciethylester;ethyl4-(2-methyl-4-chlorophenoxy)butylate;mcpbe;mcpbethyl;4-CHLORO-2-METHYLPHENOXYBUTYRICACIDETHYLESTER;4-(4-Chloro-2-methylphenoxy)butyric acid ethyl;4-(4-Chloro-2-methylphenoxy)butyric acid ethyl ester;Ethyl 4-(4-chloro-2-methylphenoxy)butyrate
• CAS NO: 10443-70-6
• Molecular Formula: C13H17ClO3
• Molecular Weight: 256.72528
• EINECS: 600-564-3
• Mol File: 10443-70-6.mol

Chemical Properties

• Melting Point: -0.9°C
• Boiling Point: 363.36°C (rough estimate)
• Flash Point: 137.4°C
• Appearance: /
• Density: 1.1515 (rough estimate)
• Vapor Pressure: 3.21E-05mmHg at 25°C
• Refractive Index: 1.5080-1.5120
• Storage Temp.: 0-10°C
• Water Solubility: 10.01mg/L(temperature not stated)
• CAS DataBase Reference: MCPB-ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: MCPB-ETHYL ESTER(10443-70-6)
• EPA Substance Registry System: MCPB-ETHYL ESTER(10443-70-6)

Safety Data

• RIDADR: 3082
• RTECS: EK7745000
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 10443-70-6(Hazardous Substances Data)

Usage

Uses

Used in Agriculture:
MCPB-ethyl ester is used as a herbicidal agent for controlling broadleaf weeds in crops such as cereals, oilseed rape, and grassland. Its application as a spray to the foliage of targeted plants allows absorption through the leaves and translocation to the plant's growing points, effectively disrupting their growth and development.
Used in Weed Management:
MCPB-ethyl ester serves as a crucial tool in weed management, ensuring the health and productivity of crops by eliminating unwanted broadleaf weeds that compete for resources and can reduce crop yields. Its targeted action on specific weeds minimizes the impact on beneficial plants and the environment when used according to the instructions provided by regulatory authorities.

InChI:InChI=1/C13H17ClO3/c1-3-16-13(15)5-4-8-17-12-7-6-11(14)9-10(12)2/h6-7,9H,3-5,8H2,1-2H3

Upstream product

• 999-10-0 ethyl 4-hydroxybutanoate 
• 95-48-7 ortho-cresol 
• 56359-11-6 4-o-tolyloxybutyric acid ethyl ester 
• 3153-36-4 4-chloro-butyric acid ethyl ester 
• 2969-81-5 Ethyl 4-bromobutyrate 
• 1570-64-5 2-methyl-4-chlorophenol 

Downstream Products

• 99860-69-2 4-(4-chloro-2-methyl-phenoxy)-butyryl chloride 
• 94005-98-8 4-(4-chloro-2-methylphenoxy)butyric acid dimethylamine salt 

Relevant articles and documents

Preparation method of phenoxy carboxylic acid herbicide

The invention provides a preparation method of a phenoxy carboxylic acid herbicide, comprising the following steps: S1, carrying out a condensation reaction between a phenolic compound and hydroxycarboxylic ester under the action of a catalyst so as to obtain phenoxycarboxylic ester, wherein the catalyst is one or more of protonic acid, solid acid and a supported catalyst; S2, carrying out 2- and/or 4- selecting chlorination reaction between phenoxycarboxylic ester and a chloridizing agent in the presence of a first catalyst and a second catalyst, so as to obtain chlorinated phenoxycarboxylicester, wherein the first catalyst is selected from Lewis acid, and the second catalyst is selected from a C5-C22 thioether compound, a C5-C22 thiazole compound, a C5-C22 isothiazole compound or a C5-C22 thiophene compound; and S3, carrying out an acidolysis reaction on chlorinated phenoxycarboxylic ester so as to obtain the phenoxy carboxylic acid herbicide. By the method, product quality and thelive environment of production can be improved, and ''three wastes (waste gas, waste water and industrial residue)'' are minimized.

Preparation method of phenoxycarboxylate herbicide

The invention provides a preparation method of a phenoxycarboxylate herbicide, wherein the preparation method includes the steps: S1, carrying out condensation reaction of phenol or o-cresol with chlorocarboxylic ester under the action of alkaline substances to obtain phenoxycarboxylic ester, wherein chlorocarboxylic ester has the general formula of ClR1COOR, R1 is C1-3 alkylene or alkylidene, R is C1-10 alkyl of or C3-10 cycloalkyl; and S2, under the action of a first catalyst and a second catalyst, carrying out selective chlorination of the phenoxycarboxylic ester with a chlorinating agent to obtain the chlorophenoxycarboxylic ester represented by the formula I, R3 is H, Cl or CH3, the first catalyst is selected from Lewis acid, and the second catalyst is selected from C5-22 thioether, thiazole, isothiazole or thiophene compounds; and S3, mixing chlorophenoxycarboxylic ester with an alkaline compound, and carrying out alkaline hydrolysis to obtain the phenoxycarboxylate herbicide. The preparation method can improve the product quality and production operation environment, and has low quantity of three wastes.

A phenoxy carboxylic acid herbicide preparation method (by machine translation)

The invention provides a phenoxy carboxylic acid herbicide preparation method, including: S1, will be [...], alkaline substance mixed with the chlorinated carboxylic acid ester, in the one-pot condensation reaction in anhydrous system, phenoxy carboxylic acid ester obtained; the ClR states the chloro- carboxylic acid ester of the formula is1 COOR, R1 Is C1 - 3 alkylene or alkylidene, R is C1 - 10 alkyl or C3 - 10 cycloalkyl; S2, the [...] ester in the 1st and 2nd catalyst under the action of a catalyst, with the chlorinating agent to carry out the selective chlorination of, get [...] ester; the Lewis acid catalyst is selected from 1st, 2nd catalyst is C5 - 22 of the thioether compound, thiazole compound, isothiazole compound or thiophene compound; S3, will the [...] ester to acid hydrolysis reaction, as shown in formula I phenoxy carboxylic acid herbicide, R3 Is H, Cl or CH3 . This invention can improve the quality of the products and the operating environment of production, three waste low. (by machine translation)

Preparation method of phenoxycarboxylic acid herbicide

The invention provides a preparation method of a phenoxycarboxylic acid herbicide, wherein the preparation method includes the steps: S1, carrying out reaction of anhydrous phenol with an active metalto form phenoxide, and carrying out condensation reaction of the phenoxide with chlorocarboxylic ester to obtain phenoxycarboxylic ester, wherein the chlorocarboxylic ester has the general formula ofClR1COOR, R1 is C1-3 alkylene or alkylidene, and R is C1-10 alkyl or C3-10 of cycloalkyl; S2, carrying out selective chlorination of the phenoxycarboxylic ester with a chlorinating agent in the presence of a first catalyst and a second catalyst to obtain chlorobenzoxycarboxylic ester, wherein the first catalyst is selected from Lewis acid, and the second catalyst is C5-22 thioether, thiazole, isothiazole or thiophene compounds; and S3, carrying out acidolysis reaction of chlorobenzoxycarboxylic ester to obtain the phenoxycarboxylic acid herbicide represented by the formula I, wherein R3 is H,Cl or CH3. The preparation method can improve the product quality and the operation environment of the production site, and has low quantity of three wastes.

Preparation method of phenoxycarboxylic acid herbicide

The invention provides a preparation method of a phenoxycarboxylic acid herbicide, wherein the preparation method includes the steps: S1, carrying out condensation reaction of phenol or o-cresol withchlorocarboxylic ester under the action of an alkaline substance to obtain phenoxycarboxylic ester, wherein the chlorocarboxylic ester has the general formula of ClR1COOR, R1 is C1-3 alkylene or alkylidene, and R is C1-10 alkyl or C3-10 cycloalkyl; S2, carrying out selective chlorination of phenoxycarboxylic ester with a chlorinating agent under the action of a first catalyst and a second catalyst, to obtain chlorobenzoxycarboxylic ester, wherein the first catalyst is selected from Lewis acid, the second catalyst is C5-22 thioether compounds, thiazole compounds, isothiazole compounds or thiophene compounds; and S3, carrying out acidolysis reaction of chlorobenzoxycarboxylic ester, to obtain the phenoxycarboxylic acid herbicide represented by the formula I, wherein R3 is H, Cl or CH3. The preparation method can improve the product quality and the operation environment of a production site, and has low quantity of three wastes.

Synthesis and Herbicidal Activity of α-(Substituted Phenoxybutyryloxy or Valeryloxy)alkylphosphonates and 2-(Substituted Phenoxybutyryloxy)alkyl-5,5-dimethyl-1,3,2-dioxaphosphinan-2-one

On the basis of our work on the modification of alkylphosphonates 1, a series of α-(substituted phenoxybutyryloxy or valeryloxy)alkylphosphonates (4-5) and 2-(substituted phenoxybutyryloxy)alkyl-5,5-dimethyl-1,3,2-dioxaphosphinan-2-one (6) were designed and synthesized. The bioassay results indicated that 14 of title compounds 4 exhibited significant postemergence herbicidal activity against velvetleaf, common amaranth, and false daisy at 150 g ai/ha. Compounds 5 were inactive against all tested weeds. Compounds 6 exhibited moderate to good inhibitory effect against the tested dicotyledonous weeds. Structure-activity relationship (SAR) analyses showed that the length of the carbon chain as linking bridge had a great effect on the herbicidal activity. Broad-spectrum tests of compounds 4-1, 4-2, 4-9, 4-30, and 4-36 were carried out at 75 g ai/ha. Especially, 4-1 exhibited 100% inhibition activity against the tested dicotyledonous weeds, which was higher than that of glyphosate.