4841-22-9

Basic information

• Product Name: P-CHLOROPHENOXYACETIC ACID METHYL ESTER
• Synonyms: 4-CHLORO METHYLPHENOXYACETATE;Ccris 3489;Nsc 65093;Acetic acid, (4-chlorophenoxy)-, Methyl ester;Methyl p-chlorophenoxyacetate;P-CHLOROPHENOXYACETIC ACID METHYL ESTER;Methyl 2-(4-chlorophenoxy)acetate
• CAS NO: 4841-22-9
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.61896
• Mol File: 4841-22-9.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 267°Cat760mmHg
• Flash Point: 111.1°C
• Appearance: /
• Density: 1.239g/cm³
• Vapor Pressure: 0.00838mmHg at 25°C
• Refractive Index: 1.515
• Storage Temp.: 2-8°C
• CAS DataBase Reference: P-CHLOROPHENOXYACETIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: P-CHLOROPHENOXYACETIC ACID METHYL ESTER(4841-22-9)
• EPA Substance Registry System: P-CHLOROPHENOXYACETIC ACID METHYL ESTER(4841-22-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 4841-22-9(Hazardous Substances Data)

Usage

General Description

P-Chlorophenoxyacetic acid methyl ester is a chemical compound that belongs to the family of phenoxy herbicides. It is commonly used in agriculture as a selective herbicide to control broadleaf weeds in various crops such as cereals, grains, and grasses. This chemical works by mimicking the plant hormone auxin, causing uncontrolled growth and ultimately leading to the death of the targeted weeds. P-Chlorophenoxyacetic acid methyl ester is typically applied as a spray or in granular form and is considered to be effective in controlling a wide range of perennial and annual weeds. However, it is important to use this chemical cautiously, as it can be toxic to aquatic organisms and may have adverse effects on the environment if not properly managed.

InChI:InChI=1/C9H9ClO3/c1-12-9(11)6-13-8-4-2-7(10)3-5-8/h2-5H,6H2,1H3

Upstream product

• 2065-23-8 methyl 2-phenoxyacetate 
• 108-95-2 phenol 
• 96-32-2 bromoacetic acid methyl ester 
• 106-48-9 4-chloro-phenol 
• 96-34-4 methyl chloroacetate 
• 67-56-1 methanol 
• 51-68-3 meclofenoxate 
• 122-88-3 4-Chlorophenoxyacetic acid 

Downstream Products

• 2381-75-1 (4-chlorophenoxy)acetic acid hydrazide 
• 93900-86-8 2-(4-chlorophenoxy)-N'-(2-(4-chlorophenoxy)acetyl)acetohydrazide 
• 142648-52-0 5-(p-chlorophenoxyacetamido)-4-methyluracil 
• 13730-98-8 sodium 2-(4-chlorophenoxy)acetate 
• 4122-68-3 4-chlorophenyloxyacetyl chloride 
• 7652-29-1 6-chloro-2H-1,4-benzoxazin-3(4H)-one 

Relevant articles and documents

Synthesis and herbicidal activities of aryloxyacetic acid derivatives as HPPD inhibitors

A series of aryloxyacetic acid derivatives were designed and synthesized as 4-hydoxyphenylpyruvate dioxygenase (HPPD) inhibitors. Preliminary bioassay results reveal that these derivatives are promising Arabidopsis thaliana HPPD (AtHPPD) inhibitors, in particular compounds I12 (Ki = 0.011 μM) and I23 (Ki = 0.012 μM), which exhibit similar activities to that of mesotrione, a commercial HPPD herbicide (Ki = 0.013 μM). Furthermore, the newly synthesized compounds show significant greenhouse herbicidal activities against tested weeds at dosages of 150 g ai/ha. In particular, II4 exhibited high herbicidal activity for pre-emergence treatment that was slightly better than that of mesotrione. In addition, compound II4 was safe for weed control in maize fields at a rate of 150 g ai/ha, and was identified as the most potent candidate for a novel HPPD inhibitor herbicide. The compounds described herein may provide useful guidance for the design of new HPPD inhibiting herbicides and their modification.

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)