587-64-4

Usage

Uses

Used in Agricultural and Horticultural Applications:
2-(3,5-dichlorophenoxy)acetic acid is used as a herbicide for controlling the growth of broadleaf weeds in various agricultural and horticultural crops. It targets specific weeds while leaving the desired crops unharmed, ensuring a healthy and productive yield.
Used in Tissue Culture Techniques:
In the field of plant tissue culture, 2-(3,5-dichlorophenoxy)acetic acid is used as a growth stimulant to promote root formation in plant cuttings. This application aids in the successful propagation of plants, particularly in cases where natural rooting is challenging.
Safety Considerations:
2-(3,5-dichlorophenoxy)acetic acid is classified as a moderately toxic chemical. It is essential to handle this substance with care to avoid potential health hazards. Proper safety measures, including the use of personal protective equipment and adherence to safety guidelines, should be followed during its application to minimize risks.

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

• 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 
• 1227692-21-8 2-(3,5-dichlorophenoxy)-N-methoxy-N-methylacetamide 
• 1227692-67-2 5-((3,5-dichlorophenoxy)methyl)-1H-pyrazol-3(2H)-one 
• 1226145-00-1 ethyl 4-(3,5-dichlorophenoxy)-3-oxobutanoate 
• 55502-54-0 3,5-dichlorophenoxyacetyl chloride 

Relevant academic research and scientific papers

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.

An Efficient One-Pot Synthesis of 2-(Aryloxyacetyl)cyclohexane-1,3-diones as Herbicidal 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

4-Hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) is an important target for new bleaching herbicides discovery. As a continuous work to discover novel crop selective HPPD inhibitor, a series of 2-(aryloxyacetyl)cyclohexane-1,3-diones were rationally designed and synthesized by an efficient one-pot procedure using N,N′-carbonyldiimidazole (CDI), triethylamine, and acetone cyanohydrin in CH2Cl2. A total of 58 triketone compounds were synthesized in good to excellent yields. Some of the triketones displayed potent in vitro Arabidopsis thaliana HPPD (AtHPPD) inhibitory activity. 2-(2-((1-Bromonaphthalen-2-yl)oxy)acetyl)-3-hydroxycyclohex-2-en-1-one, II-13, displayed high, broad-spectrum, and postemergent herbicidal activity at the dosage of 37.5-150 g ai/ha, nearly as potent as mesotrione against some weeds. Furthermore, II-13 showed good crop safety against maize and canola at the rate of 150 g ai/ha, indicating that II-13 might have potential as a herbicide for weed control in maize and canola fields. II-13 is the first HPPD inhibitor showing good crop safety toward canola.

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.