587-64-4

Basic information

• Product Name: 2-(3,5-dichlorophenoxy)acetic acid
• Synonyms: 2-(3,5-dichlorophenoxy)acetic acid;3,5-D
• CAS NO: 587-64-4
• Molecular Formula: C₈H₆Cl₂O₃
• Molecular Weight: 221.04
• Mol File: 587-64-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 316.96°C (rough estimate)
• Flash Point: 164.7°C
• Appearance: /
• Density: 1.4564 (rough estimate)
• Vapor Pressure: 1.86E-05mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Water Solubility: 961.5mg/L(25 oC)
• CAS DataBase Reference: 2-(3,5-dichlorophenoxy)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,5-dichlorophenoxy)acetic acid(587-64-4)
• EPA Substance Registry System: 2-(3,5-dichlorophenoxy)acetic acid(587-64-4)

Safety Data

• Hazardous Substances Data: 587-64-4(Hazardous Substances Data)

Usage

General Description

2-(3,5-dichlorophenoxy)acetic acid is a synthetic plant hormone that mimics the action of the natural growth hormone auxin in plants. It is commonly used as a herbicide to control the growth of broadleaf weeds in agricultural and horticultural crops. The chemical works by disrupting the normal growth patterns of target plants, leading to stunted growth and eventual death. It is also utilized in tissue culture techniques to stimulate root formation in plant cuttings. 2-(3,5-dichlorophenoxy)acetic acid is considered to be a moderately toxic chemical and should be handled with care to avoid potential health hazards.

InChI:InChI=1/C8H6Cl2O3/c9-5-1-6(10)3-7(2-5)13-4-8(11)12/h1-3H,4H2,(H,11,12)

Upstream product

• 591-35-5 3,5-dichlorophenol 
• 105-36-2 ethyl bromoacetate 
• 107-59-5 tert-Butyl chloroacetate 
• 79-11-8 chloroacetic acid 
• 1928-54-7 3,5-Dichlorphenoxy-essigsaeuremethylester 

Downstream Products

• 55502-54-0 3,5-dichlorophenoxyacetyl chloride 
• 1226145-00-1 ethyl 4-(3,5-dichlorophenoxy)-3-oxobutanoate 
• 1227692-67-2 5-((3,5-dichlorophenoxy)methyl)-1H-pyrazol-3(2H)-one 
• 1227692-21-8 2-(3,5-dichlorophenoxy)-N-methoxy-N-methylacetamide 
• 1613513-96-4 tert-butyl (1-(2-(3,5-dichlorophenoxy)acetyl)piperidin-4-yl)carbamate 
• 1613513-95-3 N-(1-(2-(3,5-Dichlorophenoxy)acetyl)piperidin-4-yl)-4-(1H-1,2,3-triazol-4-yl)butanamide 

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.

Synthesis of 1,1,1-trichloro-2,2-bis-(carboxymethoxyaryl)ethanes as potential antimicrobial and insecticidal agents

Some new 1,1,1-trichloro-2,2-bis-(carboxymethoxyaryl)-ethanes 2a-t have been synthesised by the treating aryloxyacetic acid (two moles) with chloral hydrate (1 mole) in the presence of catalytic amount of conc. sulphuric acid. The aryloxyacetic acid are prepared by the reaction of substituted phenols with chloroacetic acid in the presence of aq. sodium hydroxide. The antimicrobial activity of these compounds have been assayed against various Gram+ve, Gram-ve bacteria and fungi. The constitution of the products have been elucidated by IR, 1H NMR and mass spectral data and elemental analyses.