77228-66-1

Basic information

• Product Name: (2-BROMO-4-CHLORO-PHENOXY)-ACETIC ACID
• Synonyms: Aceticacid, (2-bromo-4-chlorophenoxy)- (9CI); 2-Bromo-4-chlorophenoxyacetic acid
• CAS NO: 77228-66-1
• Molecular Formula: C₈H₆BrClO₃
• Molecular Weight: 265.5
• Mol File: 77228-66-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 361.1°C at 760 mmHg
• Flash Point: 172.2°C
• Appearance: /
• Density: 1.738g/cm³
• Vapor Pressure: 7.59E-06mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: (2-BROMO-4-CHLORO-PHENOXY)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2-BROMO-4-CHLORO-PHENOXY)-ACETIC ACID(77228-66-1)
• EPA Substance Registry System: (2-BROMO-4-CHLORO-PHENOXY)-ACETIC ACID(77228-66-1)

Safety Data

• Hazardous Substances Data: 77228-66-1(Hazardous Substances Data)

Usage

General Description

(2-BROMO-4-CHLORO-PHENOXY)-ACETIC ACID is a chemical compound that belongs to the class of phenoxyacetic acids. It is a derivative of phenoxyacetic acid with bromine and chlorine substituents on the phenyl ring. (2-BROMO-4-CHLORO-PHENOXY)-ACETIC ACID is commonly used as an herbicide and plant growth regulator. Its mode of action involves disrupting the growth and development of plants by mimicking the action of the natural plant hormone auxin. Additionally, it has been studied for its potential as a building block for the synthesis of other organic compounds. Due to its chemical properties and applications, (2-BROMO-4-CHLORO-PHENOXY)-ACETIC ACID is important in the agricultural and chemical industries.

InChI:InChI=1/C8H6BrClO3/c9-6-3-5(10)1-2-7(6)13-4-8(11)12/h1-3H,4H2,(H,11,12)

Upstream product

• 695-96-5 2-bromo-4-chlorophenol 
• 255908-57-7 (2-bromo-4-chloro-phenoxy)-acetic acid methyl ester 
• 122-88-3 4-Chlorophenoxyacetic acid 
• 779328-99-3 tert-butyl (2-bromo-4-chlorophenoxy)acetate 
• 861064-59-7 2-carboxymethoxy-5-chloro-phenylmercury ⁽¹⁺⁾; chloride 

Downstream Products

• 1240285-13-5 [4-chloro-2-(2-methoxyphenylethynyl)phenoxy]acetic acid 
• 1374302-99-4 C₈H₅BrCl₂O₂ 
• 1240285-14-6 {4-chloro-2-[(3-trifluoromethylphenyl)ethynyl]phenoxy}acetic acid 

Relevant articles and documents

Design and Synthesis of Novel 4-Hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one Derivatives for Use as Herbicides and Evaluation of Their Mode of Action

In order to develop a novel herbicide containing the β-triketone motif, a series of 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one derivatives were designed and synthesized. The bioassay results showed that compound II15 had good pre-emergent herbicidal activity even at a dosage of 187.5 g ha-1. Moreover, compound II15 showed a broader spectrum of weed control when compared with a commercial herbicide 2,4-dichlorophenoxyacetic acid (2,4-D), and displayed good crop safety to Triticum aestivum L. and Zea mays Linn. when applied at 375 g ha-1 under pre-emergence conditions, which indicated its great potential as a herbicide. More importantly, studying the molecular mode of action of compound II15 revealed that the novel triketone structure is a proherbicide of its corresponding phenoxyacetic acid auxin herbicide, which has a herbicidal mechanism similar to that of 2,4-D. The present work indicates that the 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one motif may be a potential lead structure for further development of novel auxin-type herbicides.