94-11-1

Basic information

• Product Name: Isopropyl 2,4-dichlorophenoxyacetate
• Synonyms: (2,4-dichlorophenoxy)-aceticaci1-methylethylester;(2,4-dichlorophenoxy)-aceticaci1-methylethylester[qr];(2,4-dichloro-phenoxy)-aceticacid1-methylethylester;(2,4-dichlorophenoxy)-aceticaciisopropylester;(2,4-dichlorophenoxy)-aceticaciisopropylester[qr];2,4-d,isopropylester[qr];2,4-dichlorophenoxyaceticacidisopropylester[qr];Acetic acid, (2,4-dichlorophenoxy)-, 1-methylethyl ester
• CAS NO: 94-11-1
• Molecular Formula: C₁₁H₁₂Cl₂O₃
• Molecular Weight: 263.12
• EINECS: 202-305-6
• Product Categories: Alpha sort;D;DAlphabetic;DIO - DIZEnvironmental Standards;Herbicides;MetabolitesPesticides&Metabolites;Pesticides&Metabolites;Phenoxy structure
• Mol File: 94-11-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 5°C
• Boiling Point: 371.18°C (rough estimate)
• Flash Point: 126.2°C
• Appearance: /
• Density: 1.2600
• Vapor Pressure: 0.000273mmHg at 25°C
• Refractive Index: 1.5209 (estimate)
• Storage Temp.: 0-6°C
• Water Solubility: 27.36mg/L(temperature not stated)
• CAS DataBase Reference: Isopropyl 2,4-dichlorophenoxyacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Isopropyl 2,4-dichlorophenoxyacetate(94-11-1)
• EPA Substance Registry System: Isopropyl 2,4-dichlorophenoxyacetate(94-11-1)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-41-50/53-43
• Safety Statements: 26-39-61-60-46-36/37-29
• RIDADR: 3348
• RTECS: AG8750000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 94-11-1(Hazardous Substances Data)

Usage

Chemical Properties

2,4-Dichlorophenoxyacetic acid is a white to yellow crystalline powder with a slight phenolic odor.

Waste Disposal

Incineration of phenoxys is effective in 1 second @ 982 C, using a straight combustion process or @ 482℃ using catalytic combustion. Over 99% decomposition was reported when small amounts of 2,4-D were burned in a polyethylene bag. See “References” for additional detail. In accordance with 40CFR165, follow (31); recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by follow- ing (100) Package (2) label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. Consult with environ- mental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regu- lations governing storage, transportation, treatment, and waste disposal.

InChI:InChI=1/C11H12Cl2O3/c1-7(2)16-11(14)6-15-10-4-3-8(12)5-9(10)13/h3-5,7H,6H2,1-2H3

Upstream product

• 94-75-7 2,4-Dichlorophenoxyacetic acid 
• 67-63-0 isopropyl alcohol 
• 105-48-6 isopropyl chloroacetate 
• 108-95-2 phenol 
• 49566-35-0 isopropyl 2-phenoxyacetate 
• 120-83-2 2,4-dichlorophenol 

Downstream Products

• 94-75-7 2,4-Dichlorophenoxyacetic acid 
• 3035-67-4 2,4-dichlorophenoxyacetic acid isooctyl ester 
• 2702-72-9 sodium 2,4-dichlorophenoxyacetate 
• 20940-37-8 diethylammonium 2,4-dichlorophenoxyacetate 

Relevant articles and documents

Preparation method of 2,4-dichlorophenoxyacetic acid and salt thereof

The invention provides a preparation method of 2,4-dichlorophenoxyacetic acid and a salt thereof, wherein the preparation method includes the following steps: S1) carrying out a reaction of phenol andchloracetic ester under alkaline conditions to obtain phenoxyacetic ester; S2) carrying out selective chlorination reaction of the phenoxyacetic ester with a chlorinating agent under the action of acatalyst A and a catalyst B to obtain 2,4-dichlorophenoxyacetic ester, wherein the catalyst A is Lewis acid, and the catalyst B is C5-22 thioethers, thiazoles, isothiazoles and thiophenes or halogenated derivatives thereof; and S3) carrying out hydrolysis reaction of 2,4-dichlorophenoxyacetic ester under acidic conditions to obtain 2,4-dichlorophenoxyacetic acid; or after 2,4-dichlorophenoxyaceticester is obtained, carrying out an alkaline hydrolysis reaction with an alkaline compound to obtain 2,4-dichlorophenoxyacetate. The production and use of 2,4-dichlorophenol with unpleasant odor are avoided, the production of dioxins is eliminated, the yield of products is improved, and the output of three wastes is greatly reduced.

Preparation method of phenoxycarboxylic acid choline salt

The invention provides a preparation method of a phenoxycarboxylic acid choline salt, wherein the preparation method includes the steps: S1, carrying out condensation reaction of phenol or o-cresol with chlorocarboxylic ester in the presence of alkaline substances to obtain phenoxycarboxylic ester; S2, carrying out selective chlorination of the phenoxycarboxylic ester with a chlorinating agent inthe presence of a first catalyst and a second catalyst to obtain chlorobenzoxycarboxylic ester; and S3, after reaction of trimethylamine with ethylene oxide, adding the chlorophenoxycarboxylic acid ester, and carrying out alkaline hydrolysis reaction to obtain the phenoxycarboxylic acid choline salt. Compared with a conventional synthesis technology, the preparation method effectively avoids the production and use of chlorophenols with unpleasant odor, radically eliminates the production of highly toxic dioxins, and greatly improves the product quality and the operation environment of the production site; with phenol as the raw material, through condensation, selective chlorination and alkaline hydrolysis, the high-quality phenoxycarboxylic acid choline salt is obtained, the loss of effective ingredients is effectively avoided and the yield of the product is increased.

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.