18221-59-5

Upstream product

• 23844-56-6 methyl R-2-(4-chloro-2-methylphenoxy)propanoate 
• 1570-64-5 2-methyl-4-chlorophenol 
• 52106-86-2 sodium 4-chloro-2-methyl-phenolate 
• 535-11-5 Ethyl 2-bromopropionate 
• 93-65-2 (RS)-2-(4-chloro-o-tolyloxy)propionic acid 
• 62784-66-1 bis(1-naphthyl)methanol 
• 40390-11-2 (S)-Ethyl 2-(4-chloro-2-methylphenoxy)propanoate 
• 94559-03-2 2-(4-Chloro-2-methyl-phenoxy)-propionic acid (R)-1-pyridin-4-yl-ethyl ester 
• 27854-88-2 (R)-1-(4-pyridinyl)ethanol 
• 42383-63-1 2-(4-Chlor-2-methylphenoxy)propionsaeureanhydrid 
• 115304-95-5 2-[4-chloro-2-methylphenoxy]propionic acid methyl ester 
• 548740-19-8 2-[3,5-bis(trifluoromethyl)phenylsulfonyl]ethyl 2-(4-chloro-2-methylphenoxy)propanoate 
• 66513-22-2 (R)-2-(4-chloro-2-methylphenoxy)propionic acid ethyl ester 

Downstream Products

• 25333-13-5 (S)-mecoprop 
• 106864-97-5 C₁₅H₂₀ClNO₃Si 
• 97534-44-6 (R)-2-methyl-2-(4-chloro-2-methylphenoxy)ethanol 
• 92446-90-7 (S)-(+)-2-methyl-2-(4-chloro-2-methylphenoxy)ethanol 
• 16484-77-8 (R)-Mecoprop 
• 1448338-39-3 di(1-naphthyl)methyl (S)-2-(4-chloro-2-methylphenoxy)propanoate 
• 19095-88-6 sodium (±)-2-(4-chloro-2-methylphenoxy)propionate 
• 27492-80-4 (2-dimethylamino)ethyl (±)-2-(4-chloro-2-methylphenoxy)propionate 
• 124497-68-3 3-[1-(4-Chloro-2-methyl-phenoxy)-ethyl]-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 

Related news

Biodegradation of the herbicide mecoprop-P (cas 18221-59-5) with soil depth and its relationship with class III tfdA genes07/31/2019

Mecoprop-p [(R)-2-(4-chloro-2-methylphenoxy) propanoic acid) is widely used in agriculture and poses an environmental concern because of its susceptibility to leach from soil to water. We investigated the effect of soil depth on mecoprop-p biodegradation and its relationship with the number and ...detailed

Effects of acute exposures to mecoprop, mecoprop-P (cas 18221-59-5) and their biodegradation product (2-MCP) on the larval stages of the Pacific oyster, Crassostrea gigas07/30/2019

Studies have shown that pesticides are sometimes detected at rather high levels in seawater and it has been suggested that these chemical compounds could act as additional stress factor for oysters cultured in coastal environments. The effects of pesticides on marine molluscs could be particular...detailed

Relevant academic research and scientific papers

Bituminous roof sealing membranes as major sources of the herbicide (R,S)-mecoprop in roof runoff waters: Potential contamination of groundwater and surface waters

During a field study on the occurrence and behavior of pesticides during artificial infiltration of roof runoff, the herbicide R-mecoprop and its S- enantiomer were detected in roof runoff in much higher concentrations (up to 500 μg/L) than in the corresponding rainwater. We hypothesized in the foregoing paper in this issue that the root protection agent Preventol B 2 in the bituminous sheets, which is a bi-ester of (R,S)-mecoprop (see Figure 1), was the source of these compounds. In this work, the occurrence and variations of (R,S)-mecoprop in the runoff from different flat roofs were investigated. It is shown that concentrations of a few micrograms per liter at an R to S enantiomeric ratio (ER) of 0.8-1.4 can permanently be expected in roof runoff from flat roofs which have Preventol B 2 containing sealing membranes incorporated. The major factors that govern the release of (R,S)- mecoprop are the type of bituminous sheet, the biological activity, and the intensity of the applied rooftop greening. A field study in the Greifensee catchment area revealed that wastewater treatment plants (WWTPs) are a major source of (R,S)-mecoprop which most probably originates from construction materials equipped with Preventol B 2. A comparison of the (R,S)-mecoprop loads from flat roofs and from agricultural applications into surface waters revealed that these loads were in the same order of magnitude. During a field study on the occurrence and behavior of pesticides during artificial infiltration of roof runoff, the herbicide R-mecoprop and its S-enantiomer were detected in roof runoff in much higher concentrations (up to 500 μg/L) than in the corresponding rainwater. We hypothesized in the foregoing paper in this issue that the root protection agent Preventol B 2 in the bituminous sheets, which is a bi-ester of (R,S)-mecoprop (see Figure 1), was the source of these compounds. In this work, the occurrence and variations of (R,S)-mecoprop in the runoff from different flat roofs were investigated. It is shown that concentrations of a few micrograms per liter at an R to S enantiomeric ratio (ER) of 0.8-1.4 can permanently be expected in roof runoff from flat roofs which have Preventol B 2 containing sealing membranes incorporated. The major factors that govern the release of (R,S)-mecoprop are the type of bituminous sheet, the biological activity, and the intensity of the applied rooftop greening. A field study in the Greifensee catchment area revealed that wastewater treatment plants (WWTPs) are a major source of (R,S)-mecoprop which most probably originates from construction materials equipped with Preventol B 2. A comparison of the (R,S)-mecoprop loads from flat roofs and from agricultural applications into surface waters revealed that these loads were in the same order of magnitude.

HPLC separation of 2-aryloxycarboxylic acid enantiomers on chiral stationary phases

The possibility for separating enantiomers of a number of practically significant 2-aryloxycarboxylic acids was studied by normal- and reversed-phase HPLC on popular chiral stationary phases. The best separation parameters were achieved on the chiral phases with the polysaccharide base Chiralcel OD-H and Chiralpack AD under the normal-phase HPLC conditions. The (S)- and (R)-enantiomers of 2-(1-naphthyloxy)- and 2-(2-iodophenoxy)propionic acids with enantiomeric excess ee >99% were isolated using preparative chiral HPLC.

New Synthesis of Known Herbicides Based on Aryloxyalkanoic Acids

A new version has been proposed for the synthesis of analogs of the known herbicides mecoprop (MCPP) and dichlorprop (2,4-DP) by ozonolysis of chloro derivatives of (pent-3-en-2-yloxy)benzene.

Evaluation of the Edman degradation product of vancomycin bonded to core-shell particles as a new HPLC chiral stationary phase

A modified macrocyclic glycopeptide-based chiral stationary phase (CSP), prepared via Edman degradation of vancomycin, was evaluated as a chiral selector for the first time. Its applicability was compared with other macrocyclic glycopeptide-based CSPs: TeicoShell and VancoShell. In addition, another modified macrocyclic glycopeptide-based CSP, NicoShell, was further examined. Initial evaluation was focused on the complementary behavior with these glycopeptides. A screening procedure was used based on previous work for the enantiomeric separation of 50 chiral compounds including amino acids, pesticides, stimulants, and a variety of pharmaceuticals. Fast and efficient chiral separations resulted by using superficially porous (core-shell) particle supports. Overall, the vancomycin Edman degradation product (EDP) resembled TeicoShell with high enantioselectivity for acidic compounds in the polar ionic mode. The simultaneous enantiomeric separation of 5 racemic profens using liquid chromatography-mass spectrometry with EDP was performed in approximately 3?minutes. Other highlights include simultaneous liquid chromatography separations of rac-amphetamine and rac-methamphetamine with VancoShell, rac-pseudoephedrine and rac-ephedrine with NicoShell, and rac-dichlorprop and rac-haloxyfop with TeicoShell.

A new method for production of chiral 2-aryloxypropanoic acids using effective kinetic resolution of racemic 2-aryloxycarboxylic acids

We report a novel method for the preparation of 2-aryloxypropanoic acids by kinetic resolution of racemic 2-aryloxypropanoic acids using enantioselective esterification. The usage of pivalic anhydride (Piv2O) as an activating agent, bis(a-naphthyl)methanol ((α-Np)2CHOH) as an achiral alcohol, and (+)-benzotetramisole ((+)-BTM) as a chiral acyl-transfer catalyst enables the effective separation of various racemic 2-aryloxypropanoic acids to afford optically active carboxylic acids and the corresponding esters with high enantioselectivities. Furthermore, theoretical calculations of the transition states required to form the chiral esters successfully proved the enantiomer recognition mechanism of the asymmetric esterification.

Separation of the phenoxy acid herbicides and their enantiomers by capillary zone electrophoresis in presence of highly sulphated cyclodextrins

The study of the chiral compounds and their fate in the environment is receiving an increasing attention - enantiomeric ratios are being measured and enantioselective degradation processes are being reported. It is particularly important with the toxic compounds like the pesticides, which are being freely used in the environment to control the harmful pests. Capillary zone electrophoresis was used for the chiral and mutual separation of four phenoxy acid herbicides using highly sulphated cyclodextrins (HSCD) in the buffer. The CE runs were performed with reverse polarity (anode in the outlet vial) using the acidic ammonium formate buffer (20 mmol, pH 3). Under these conditions of suppressed the electroendoosmotic flow (EOF), the analytes are mobilized to the anode by entering into host guest relation with the migrating negatively charged sulphated cyclodextrin. The phenoxy acid herbicides selected for the purpose were fenoprop, dicloprop, mecoprop and 2,4-DB. The α-HSCD and β-HSCD have been tested as resolving agents in the CE for the separation of the enantiomers of the herbicides. Though the chiral separation of the dicloprop and mecoprop were achieved with α-HSCD but it was not able to resolve fenoprop. With β-HSCD the required base line separation was achieved. Potential difference selected was 10 kV. The limit of detection (S/N=3) achieved in present case is 0.15 ppm for fenoprop, 0.14 ppm for dicloprop and mecoprop and 0.11 ppm for 2,4-DB.

Active substances for increasing the stress defense in plants to abiotic stress, and methods of finding them

The invention relates to a method of finding compounds which increase the tolerance of plants to abiotic stress factors acting on this plant, such as, for example, temperature (such as chill, frost or heat), water (such as dryness, drought or anoxia), or the chemical load (such as lack of or excess of mineral salts, heavy metals, gaseous noxious substances) by increasing the expression of plant-endogenous proteins, and to the use of these compounds for increasing the tolerance in plants to abiotic stress factors.

Herbicides comprising benzoylcyclohexanediones and safeners

Herbicidal compositions are described that comprise active substances from the group of the benzoylcyclohexanediones and also safeners. These herbicidal compositions are especially suitable for use against weed plants in crop plant cultures.

COMBINATIONS OF HERBICIDES AND SAFENERS

There are described herbicidal compositions which comprise at least one herbicidally active compound of the formula (I) and at least one crop-plant-protecting compound as safener. In this formula (I), V is an optionally substituted radical selected from the group consisting of isoxazol-4-yl, pyrazol-4-yl, cyclohexane-1,3-dion-2-yl and 3-oxopropionitril-2-yl and R9 is nitro, amino, halogen or a carbon-containing radical. The group of the safeners contains, for example, 2,4-D, cyometrinil, dicamba, dymron, fenclorim, flurazole, fluxofenim, lactidichlor, MCPA, mecoprop, MG-191, oxabetrinil, methyl diphenylmethoxyacetate, 1-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3-methylurea, 1,8-naphthalaic anhydride, 1-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3,3-dimethylurea, 1-[4-(N-4,5-dimethylbenzoylsulfamoyl)phenyl]-3-methylurea, 1-[4-(N-naphthoylsulfamoyl)phenyl]-3,3-dimethylurea, (4-chlorophenoxy)acetic acid, 4-(2,4-dichlorophenoxy)butyric acid, 4-(4-chloro-o-tolyloxy)butyric acid, 4-(4-chlorophenoxy)butyric acid, in each case their acids and esters, N-acylsulfonamides, N-acylsulfamoyl-benzamides, in each case, if appropriate, also in salt form and in each case optionally substituted 1-phenylpyrazoline, 1-phenylpyrazole, 1-phenyl-triazole, 5-phenylisoxazoline and 5-phenylmethylisoxazoline-3-carboxylic esters and 2-(8-quinolinyloxy)acetic acid derivatives.

π-deficient 2-(arylsulfonyl)ethyl esters as protecting groups for carboxylic acids

Several π-deficient 2-(arylsulfonyl)ethyl groups have been studied as carboxylic acid protecting groups. The 2-[3,5-bis(trifluoromethyl)phenylsulfonyl]ethyl group is the most easily removed protecting group for acids under mild basic conditions using aqueous NaHCO3.