79704-02-2

Usage

InChI:InChI=1/C10H12O4/c1-12-8-3-5-9(6-4-8)14-7-10(11)13-2/h3-6H,7H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 1877-75-4 2-(4-methoxyphenoxy)acetic acid 
• 186581-53-3 diazomethane 
• 96-34-4 methyl chloroacetate 
• 150-76-5 4-methoxy-phenol 
• 61985-23-7 methyl 1-imidazolecarboxylate 

Downstream Products

• 1877-75-4 2-(4-methoxyphenoxy)acetic acid 
• 176238-09-8 methyl (4-methoxyphenoxy)(phenylseleno)acetate 
• 500348-96-9 benzyl (4-methoxyphenoxy)acetate 
• 1751-24-2 5-methoxy-benzofuran-2-carboxylic acid methyl ester 
• 1649501-84-7 methyl (Z)-2-(4-methoxyphenoxy)-3-(dimethylamino)acrylate 
• 104863-69-6 N-methoxy-2-(4-methoxy-phenoxy)-N-methyl-acetamide 
• 51816-48-9 N-(2-hydroxyethyl)-2-(4-methoxyphenoxy)acetamide 
• 1448524-19-3 N-[(3-bromophenylcarbamoyl)methyl]-2-(4-methoxyphenoxy)acetamide 
• 1448524-14-8 N-[(2,6-difluorophenylthiocarbamoyl)methyl]-2-(4-methoxyphenoxy)acetamide 
• 1448524-11-5 N-[(2,6-difluorophenylcarbamoyl)methyl]-2-(4-methoxyphenoxy)acetamide 
• 1448524-06-8 N-[(4-methoxy-2-methylphenylcarbamoyl)methyl]-2-(4-methoxyphenoxy)acetamide 
• 1267674-39-4 C₁₂H₁₂N₂O₃ 
• 176238-29-2 methyl 2-(4-methoxyphenoxy)-4-phenylsulfonylbutyrate 
• 35370-92-4 2-(4-methoxy-phenoxy)-thioacetamide 

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.

Chemoselective esterification and amidation of carboxylic acids with imidazole carbamates and ureas

Imidazole carbamates and ureas were found to be chemoselective esterification and amidation reagents. A wide variety of carboxylic acids were converted to their ester or amide analogues by a simple synthetic procedure in high yields.

Aza-Michael addition of acrylonitrile with 2-aryloxymethylbenzimidazole derivatives under microwave irradiation

A simple, rapid, and highly efficient method has been developed for the aza-Michael addition of acrylonitrile to 2-aryl-oxymethylbenzimidazole derivatives in the presence of anhydrous potassium carbonate under microwave irradiation. A series novel of 1-cyanoethyl-2-aryloxymethylbenzimidazole derivatives have been prepared and characterised by 1H NMR, 13C NMR, IR spectra and elemental analysis.

Aryloxyacetic esters structurally related to α-Asarone as potential antifungal agents

A series of aryloxyacetic ester analogues 8-13 was synthesized based on the potential pharmacophores of the antifungal agents α-Asarone (1) and 2-5. Their antifungal activity was tested in vitro for their growth inhibitory activities against pathogenic fungi. The in vitro antifungal evaluation of these alkyl and aryl esters shows that derivatives 10 displayed the highest antifungal and fungicidal activities against Cryptococcus neoformans and C. gattii. These results support the idea that the phenoxyacetic frame is a potent pharmacophore for the design of potential antifungal drugs. Graphical Abstract: [Figure not available: see fulltext.]

A rapid and high-yield synthesis of aryloxyacetyl hydrazides under microwave irradiation and with phase transfer catalysis

A series of aryloxyacetyl hydrazides 4a-l were synthesised under microwave irradiation and phase transfer catalysis conditions. By the optimisation of the reaction conditions, a rapid, high-yield and efficient method for the preparation of aryloxyacety hydrazide was given.

Applicability of Hammett Equation to the Kinetics of Acid-catalysed Esterification of meta- and para-Substituted Phenoxyacetic Acids by Methanol

Rate constants have been determined for the acid-catalysed esterification of meta- and para-substituted phenoxyacetic acids by methanol, with hydrogen chloride as catalyst.The applicability of the Hammett equation to the rate data has been examined.The para-substituted benzoic acids react slower than the corresponding para-substituted phenoxyacetic acids.The probable cause of this behaviour is discussed.

Influence of meta- and para-Substituents on the Kinetics of Esterification of Phenoxyacetic Acids by Methanol

The influence of meta- and para- substituents on the kinetics of acid-catalysed esterification of phenoxyacetic acids is discussed.In the case of para Cl, Br and I substituents, d-orbital resonance is suggested to explain the observed behaviour.The possibility of protonation of the methoxy oxygen in the acid medium employed is indicated to explain the slower rate of reaction of m- and p-methoxyphenoxyacetic acids.