99129-21-2

Usage

Physical and chemical properties

The original medicine is amber transparent liquid with relative density 1.14 (20 ℃) and vapor pressure <1 × 10-2mPa (20 ℃). It is soluble in most organic solvents, stable under ultraviolet light, but unstable at extreme pH.

Toxicity

The acute oral toxicity of original medicine LD50 in rats was 1360 mg / kg (female) , 1630 mg / kg (male). The acute dermal toxicity LD(50) in rabbits was more than 5g/kg. The acute inhalation LC50 in rats (4 hours) is more than 4.6mg/L . No effect dose during Feeding test: rat 16mg / kg ? d, mice 30mg / kg ? d. ADI by humans is 0.01 mg / kg. The acute oral toxicity LD50 in quails is more than 2g / kg. The acute inhalation LC50 (8 days) in wild ducks and quails is more than 6g / kg. The LC50 in daphnias is > 120mg / L. The LD50 in insects is 454 mg / kg. The LC50 in blue gill fish (96 hours)is > 120mg / L, The LC50 in rainbow trout is 5056mg / L. The LD50 in bees is > 100μg per bee.

Mode of action

It is a selective, systemic post-emergence herbicide which can be rapidly absorbed by plant leaves and conducted to roots and growing points to inhibit the biosynthesis of plant branched-chain fatty acids. The target weeds then grow slowly and lose competitiveness with seedling tissue early yellowing and followed by the remaining leaves wilting. Finally they will die.

Target plants

Suitable for broad-leaf plants. All tested plants of non-grass family were highly resistant to RE-45601 throughout the entire growth and development period, even applied with 2 kg ai / hm2 (8-20 times higher than herbicides) plus vegetable oil 2.341 / hm2, the situation still remains the same. Soybeans and cotton can be sowed immediately after application of RE-45601. Other crops can be sowed 4 months after application of RE-45601 at a dose of 1.12 kg ai / hm2 or less.

Application

Applicable to annual and perennial grass weeds and many Field maize cereals withbroad-leaf. (1) annual species (84-140 g ai / hm2): Kusamiligus ostreatus, wild oats, wool millet, brachiopod, mangrove, black brome, ryegrass, gall grass, French foxtail, hemostatic horse, Golden Foxtail, Crabgrass, Setaria viridis, Echinochloa crus-galli, Dichromatic Sorghum, Barnyardgrass, Wheat, Lemna, Corn; Barley , (2) Arabian sorghum of perennial species (84-140 g ai / hm2); (3) Perennial species (140 ~ 280g ai / hm2) bermudagrass, creeping wild wheat. It’s not or slightly active against broad-leaf weeds or Carex. The crops of grass family such as barley, corn, oats, rice, sorghum and wheat are all susceptible to RE-45601. Therefore the autogenesis plants in the filed where crops of non-grass family can be controlled with RE-45601.

How to use

RE-45601 gets the best control effect during the period when grass weeds grow vigorously. Drought, low temperature (below 15 ° C) and other unfavorable factors sometimes reduce the activity of RE-45601. For annual weeds of grass family, it should be applied during the 3 to 5 leaf stage. For perennial weeds of grass family, herbicide should be applied after weeds tillering; increase of the dose or number of applications is needed for non- appropriate period for spraying. If an even distribution of droplets can be applied, low spray volume (ie 50L / hm2)is more effective than the high spray volume (180 ~ 280L / hm2). The biological activity can be improved by adding vegetable oil 2.34L / hm2. The active ingredient in RE-45601 is absorbed by plants within 1 hour, so the rainfall after application will not reduce the effect.

Preparation Methods

5-alkylcyclohexanedione-3-carboxylate is produced by the condensation and cyclization of the corresponding ketene and diethyl malonatein the presence of sodium hydroxide, then compound(Ⅰ) is obtained by hydrolysis and decarboxylation, followed by its reaction with propionyl chloride to form 3-propionyloxy-5-alkylcyclohexenone which is soluble in methylene chloride . then has isomerization reaction in the presence of aluminum trichloride and finally reacts with H2NOCH2CH = CHCl to produce,clethodim. The response equation is as follows:

Uses

Systemic graminicide. Post-emergent herbicide.

Agricultural Uses

Herbicide: Not approved for use in EU countries. A selective post-emergence herbicide used to control annual and perennial grasses to a range of crops including cotton, flax, peanuts, soybeans, sugarbeets, potatoes, alfalfa, sunflowers and most vegetables.

Trade name

CLETODIME?; PRISM?; RE 45601; SELECT?

InChI:InChI=1/C17H26ClNO3S/c1-4-14(19-22-8-6-7-18)17-15(20)10-13(11-16(17)21)9-12(3)23-5-2/h6-7,12-13,19H,4-5,8-11H2,1-3H3/b7-6u,17-14-

Upstream product

• 3916-64-1 hepta-3,5-dien-2-one 
• 111031-74-4 (±)-2-[propionyl]-3-[hydroxy]-5-[2-(ethylthio)propyl]cyclohex-2-enone 
• 81008-52-8 6-ethylthio-3-hepten-2-one 
• 87851-77-2 (E)-3-chloro-2-propenyloxyamine 

Relevant academic research and scientific papers

Preparation method of clethodim and intermediate thereof

The invention discloses a preparation method of clethodim and an intermediate thereof. The preparation method of the intermediate comprises the step of acidifying a compound A to obtain a compound B.According to the invention, the compound B is obtained by acidifying the compound A, and reacts to obtain a compound D, and the compound D reacts to obtain clethodim, so that the reaction condition are mild, the operation is simple, the preparation process of the compounds A-D does not require separation, water washing, layering, rearrangement and other operations, the clethodim preparation process flow is simplified, the reaction time is shortened, the production efficiency is improved, the post-treatment is simple, water washing, layering and other processes are not needed, separation and purification are facilitated, the wastewater treatment burden is not increased, three wastes are reduced, the production cost is reduced, the environmental protection requirement is met, and the methodis suitable for industrial production.

A method for synthesizing alkene grass alkone (by machine translation)

The invention provides a method for synthesizing alkene grass alkone, comprises a 3, 5 - heptadiene - 2 - one (type II) with the odorant to the nucleophilic addition reaction on the alkene grass alkone intermediate 6 - ethylthio - 3 - hepten - 2 - one (formula III); type III with malonic acid dimethyl ester, propionyl chloride reaction intermediates prepared by IV (±) - 3 - [c acyloxy] - 5 - [2 - (ethylthio) propyl] - 6 - [a oxygen formacyl] cyclohex - 2 - enone (formula V); type V through the rearrangement, hydrolysis, decarboxylation reaction (±) - 2 - [propionyl] - 3 - [hydroxy] - 5 - [2 - (ethylthio) propyl] cyclohex - 2 - enone (formula VIII); type VIII chloro- alkene third oxygen amine reaction with the alkene grass alkone (type I), this invention adopts the intermediate 3, 5 - heptadiene - 2 - one (formula II) preparing alkene grass alkone method is proposed for the first time, is prepared by this method (type I) alkene grass alkone overall high yield, the product quality is good, and the method has low production cost, environmental pollution is small, is suitable for mass production. (by machine translation)

NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND

An object of the present invention is to provide a compound having the controlling activity on a noxious arthropod, and a noxious arthropod controlling agent containing an amide compound of formula (I): wherein X represents a nitrogen atom or a CH group, p represents 0 or 1, A represents a tetrahydrofuranyl group or the like, R1, R2, R3, R4, R5, R6 and R7 represent a hydrogen atom or the like, n represents 1 or 2, Y represents an oxygen atom or the like, m represents any integer of 0 to 7, and Q represents a C1-8 chain hydrocarbon group optionally having a phenyl group or the like, has the excellent noxious arthropod controlling effect.

A alkene grass alkone industrial preparation method (by machine translation)

The invention discloses a alkene grass alkone industrial preparation method, in order to methylene chloride as the solvent, will 5 - [2 - (ethylthio) propyl] - 2 - propionyl - 1, 3 - Cyclohexanedione and chloro- alkene propyl oxygen amine reaction generating alkene grass alkone. The invention the solvent replacement, without adding a catalyst also can be in the 20 - 25 °C temperature of reaction, reducing energy consumption, reduces the decomposition of the alkene grass alkone, avoids additional impurity introducing, and improves product yield and content. (by machine translation)

LIQUID FORMULATIONS

The present invention relates to a liquid formulation comprising a) agrochemically active salts of 2-iodo-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]benzenesulfonamide, and b) one or more non-polar organic solvents selected from the group of the C6-C16-aromatics mixture the Solvesso series (Exxon) and/or the Caromax series (Carless), and also ?optionally further non-polar organic solvents. The liquid formulation is suitable for crop protection.

Herbicidal compositions

The present invention relates to a herbicidal composition comprising a) one or more herbicidal active substances, b) one or more surfactants other than silicone surfactants, and c) one or more humectants. The composition according to the invention is outstandingly suitable for controlling a variety of harmful plants.

Herbicidal composition

The present invention relates to a herbicidal composition, comprising A) one or more compounds of the formula (I) 1in which Hal1 and Hal2 are identical or different halogen atoms, R1 is H, a cation or a C1-C20-carbon-containing radical and B) one or more surfactants, comprising as structural element at least 12 alkylene oxide units.

Herbicidal mixtures having a synergistic effect

PCT No. PCT/EP96/03996 Sec. 371 Date Feb. 17, 1998 Sec. 102(e) Date Feb. 17, 1998 PCT Filed Sep. 12, 1996 PCT Pub. No. WO97/10714 PCT Pub. Date Mar. 27, 1997A composition comprising at least one sulfonylurea of the formula I wherein R1 is substituted alkyl; halogen; a group ER6 (E=O, S or NR7); COOR8; NO2; S(O)oR9; SO2NR10R11; or CONR10R11; R2 is hydrogen, alkyl, alkenyl, alkynyl, halogen, alkoxy, haloalkoxy, haloalkyl, alkylsulfonyl, nitro, cyano or alkylthio; R3 is F, CF3, CF2Cl, CF2H, OCF3, OCF2Cl, or, if R1 is CO2CH3 and R2 is simultaneously fluorine, R3 is Cl, or, if R1 is CH2CF3 or CF2CF3, R3 is methyl, or, if R4 is OCF3 or OCF2Cl, R3 is OCF2H or OCF2Br; R4 is alkoxy, alkyl, alkylthio, alkylamino, dialkylamino, halogen, haloalkyl or haloalkoxy; and R5 is hydrogen, alkoxy or alkyl; or an enviromentally compatible salt of I, and an aryloxyalkanoic acid selected from the group consisting of 2,4-D, 2,4-DB, clomeprop, dichlorprop, dichlorprop-P, dichlorprop-P (2,4-DP-P), fenoprop (2,4,5-TP), fluoroxypyr, MCPA, MCPB, mecoprop, mecoprop-P, napropamide, napropanilide, triclopyr, and an enviromentally compatible salt thereof exhibits a synergistic herbicidal effect.

Substituted (hetero) aryl compounds, process for their preparation, agents containing them and their use as safeners

Substituted (hetero)aryl compounds, process for their preparation, agents containing them, and their use as safeners Compounds of the formula I and their salts, as defined in claim 1, are suitable as safeners for protecting crop plants against the phytotoxic side-effects of herbicides.

Mixtures of herbicides and antidotes, (hetero)-aryloxy compounds, their preparation, compositions containing them, and their use

The invention relates to crop protection agents which comprise an active substance combination of herbicide and safener. The herbicides are selected from the group comprising the ALS inhibitors (ALS=acetolactate synthase) such as sulfonylureas, imidazolines, triazolopyrimidinesulfonamides, pyrimidyloxypyridinecarboxylic acid derivatives and pyrimidyloxybenzoic acid derivatives. The safeners are compounds of the formula I STR1 which are as defined in claim 1, where Z and Y are N or CH, it being possible for H to be replaced by X, X is H, Hal, haloalkyl or -alkoxy, alkyl, alkoxy, alkylthio, NO2, NH2, CN, alkylsulfonyl, A is alkylene or alkenylene, B is carboxyl or a derivative of the carboxyl group. The mixtures are mainly suitable for controlling harmful plants in the crops maize and cereals.