6956-82-7

Basic information

• Product Name: 2-(4-BROMO-2-METHYLPHENOXY)ACETIC ACID
• Synonyms: 2-(4-BROMO-2-METHYLPHENOXY)ACETIC ACID
• CAS NO: 6956-82-7
• Molecular Formula: C₉H₉BrO₃
• Molecular Weight: 245.06996
• Mol File: 6956-82-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 346.3°Cat760mmHg
• Flash Point: 163.3°C
• Appearance: /
• Density: 1.56g/cm³
• Vapor Pressure: 2.2E-05mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: 2-(4-BROMO-2-METHYLPHENOXY)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMO-2-METHYLPHENOXY)ACETIC ACID(6956-82-7)
• EPA Substance Registry System: 2-(4-BROMO-2-METHYLPHENOXY)ACETIC ACID(6956-82-7)

Safety Data

• Hazardous Substances Data: 6956-82-7(Hazardous Substances Data)

Usage

Derivative of acetic acid

It is a modified version of acetic acid This means that the compound is structurally related to acetic acid, with some modifications in its chemical structure.

Belongs to the family of phenoxyacetic acids

It is part of a group of compounds that have a similar structure and properties This indicates that the compound shares common characteristics with other phenoxyacetic acids.

Commonly used as a herbicide

It is employed to control and eliminate unwanted plants This highlights the primary application of the compound in agriculture.

Plant growth regulator

It influences the growth and development of plants This shows that the compound can be used to manage plant growth, making it useful in various agricultural practices.

Effective in controlling broadleaf weeds

It is particularly effective against broadleaf plants This points out the compound's specificity in targeting certain types of weeds.

Disrupts plant growth and development

It interferes with the normal growth processes of plants, leading to their death This explains the mechanism by which the compound acts as a herbicide.

Low toxicity to humans and animals

It poses minimal health risks to humans and animals This makes it a safer option for use in agriculture compared to more toxic alternatives.

Popular choice for agricultural applications

It is widely used in farming due to its effectiveness and low toxicity This emphasizes the compound's widespread acceptance and use in agriculture.

Used in research and development

It serves as a reagent in organic synthesis This indicates that the compound is also valuable in scientific research and the development of new compounds.

InChI:InChI=1/C9H9BrO3/c1-6-4-7(10)2-3-8(6)13-5-9(11)12/h2-4H,5H2,1H3,(H,11,12)

Upstream product

• 1878-49-5 o-methylphenoxyacetic acid 
• 105-36-2 ethyl bromoacetate 
• 2362-12-1 4-Bromo-2-methylphenol 
• 2867-53-0 (4-Bromo-2-methyl-phenoxy)-acetic acid methyl ester 

Downstream Products

• 7250-62-6 (2,4-dibromo-6-methyl-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.

Tris(2-hydroxyethyl)ammonium 4-halo-2-methylphenoxyacetates (halocresacins)

Convenient and efficient procedures have been developed for the synthesis of tris(2-hydroxyethyl)-ammonium 4-halo-2-methylphenoxyacetates (halocresacins). 4-Chloro-2-methylphenoxyacetic acid necessary for the preparation of chlorocresacin has been obtained by chlorination of 2-methylphenoxyacetic acid with sulfuryl chloride in the presence of aluminum powder. Bromocresacin has been synthesized by reaction of triethanolamine with 4-bromo-2-methylphenoxyacetic acid prepared by bromination of 2-methylphenoxyacetic acid with molecular bromine. Fluoro- and iodocresacins have been synthesized by exchange reaction of chlorocresacin with potassium fluoride and sodium iodide, respectively.