99105-77-8

Basic information

• Product Name: Sulcotrione
• Synonyms: 1,3-Cyclohexanedione,2-(2-chloro-4-methanesulfonylbenzoyl)-;2-(2-chloro-4-(methylsulfonyl)benzoyl)-1,3-cyclohexanedione;CHLORMESULON;ICIA0051;GALLEON;SC0051;SULCOTRIONE;MIKADO
• CAS NO: 99105-77-8
• Molecular Formula: C₁₄H₁₃ClO₅S
• Molecular Weight: 328.77
• EINECS: 278-636-5
• Mol File: 99105-77-8.mol

Chemical Properties

• Melting Point: 139°
• Boiling Point: 574.5 °C at 760 mmHg
• Flash Point: 301.2 °C
• Appearance: /
• Density: 1.428 g/cm³
• Vapor Pressure: 3.34E-13mmHg at 25°C
• Refractive Index: 1.571
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 3.22±0.50(Predicted)
• Merck: 13,8979
• BRN: 8155739
• CAS DataBase Reference: Sulcotrione(CAS DataBase Reference)
• NIST Chemistry Reference: Sulcotrione(99105-77-8)
• EPA Substance Registry System: Sulcotrione(99105-77-8)

Safety Data

• Hazard Codes: Xi,N,Xn
• Statements: 43-50/53-48/22-63
• Safety Statements: 36/37-61-60-22
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 2
• Hazardous Substances Data: 99105-77-8(Hazardous Substances Data)

Usage

Uses

Used in Agriculture:
Sulcotrione is used as a herbicide for controlling broadleaf weeds in various crops such as corn, sugar beet, and cereals. It targets specific enzymes in the weeds, inhibiting their growth and allowing the desired crops to thrive without competition.
Used in Weed Management:
Sulcotrione is used as a weed management tool to selectively control broadleaf weeds without harming the desired crops. This selective action helps maintain crop yields and quality while reducing the need for manual weeding or other less efficient weed control methods.
Used in Integrated Pest Management (IPM) Programs:
Sulcotrione can be incorporated into integrated pest management programs as part of a comprehensive approach to controlling weeds and other pests. By combining chemical control with other methods such as crop rotation, biological control, and cultural practices, IPM programs aim to reduce the reliance on chemical herbicides and promote sustainable agriculture.

Pharmacology

Mode of action studies with sulcotrione first led to the identity of HPPD as a highly effective herbicide target site. Early observations showed that a related compound caused increased levels of tyrosine in the plasma and urine of treated rats (12). Further studies showed that one of the tyrosine catabolism enzymes, 4-hydroxypyruvate dioxygenase, was inhibited by cyclohexanediones (13,14)—this enzyme being required for the formation of quinones, such as plastoquinone in plants (12,15,16). Inhibition results in the perturbation of carotenoid synthesis and inhibition of photosynthetic electron transport (16).

Metabolism

Sulcotrione is readily absorbed through the leaves and via the roots. In the soil, metabolism involves ring opening of the cyclohexanedione, eventually to give the corresponding benzoic acid (17) and, finally, CO2 (8). In the soil, the half-life of sulcotrione can vary considerably (between 15 days in loamy sand and 72 days in fine loam), depending on a number of factors, especially the soil organic matter content (18,19).

InChI:InChI=1/C14H13ClO5S/c1-21(19,20)8-5-6-9(10(15)7-8)14(18)13-11(16)3-2-4-12(13)17/h5-7,13H,2-4H2,1H3

Upstream product

• 504-02-9 1,3-cylohexanedione 
• 106904-10-3 2-chloro-4-(methylsulphonyl)benzoyl chloride 
• 114911-83-0 3-(2-chloro-4-methanesulfonylbenzoyloxy)cyclohex-2-enone 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 53250-83-2 2-chloro-4-(methanesulfonyl)benzoic acid 
• 584-08-7 potassium carbonate 

Relevant articles and documents

Method for preparing triketone compound through continuous flow

The invention relates to a method for preparing a triketone compound through continuous flow, which uses substrate acyl chloride and 1, 3 - cyclohexanedione as a raw material and is subjected to esterification. The method is mild in condition, simple to operate, good in stability and high in reliability. Utilize continuous flow can accurate control dwell time, the good characteristics of mass transfer heat transfer, easily realize accurate control, restrain the production of side reaction, and reaction yield is high. The method has remarkable innovation meaning and economic value, is easy for industrialization and has a wide prospect.

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.

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.

METHOD FOR PRODUCING SPECIFIC CRYSTALLINE MODIFICATIONS OF POLYMORPHOUS SUBSTANCES

The invention concerns a method for producing specific crystalline modifications of an organic polymorphous substance. In accordance with said method, the specific crystalline modification is obtained by precipitation from a salt of the polymorphous substance present in an aqueous solution, by means of standard water-soluble organic solvents used as additives and an acid or a base.

Pesticide treatment

A method of accelerating the decomposition of an isoxazole and/or a dione pesticide by contacting them with halogen and/hypohalite. A crop seed containing a halogen and/or hypohalite within the seed or at its surface or in a coating on the seed.

Solid mixtures based on sulfonylureas and adjuvants

Solid mixtures comprising a) an active compound from the group consisting of the sulfonylureas, and b) an alkylpolyglucoside.

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.

Solid mixtures based on sulfonylureas and adjuvants

A solid ixture comprising a) an active ingredient from the group of the sulfonylureas and b) an alkyl ether of a copolymer of C2-C4-alkylene oxides.

Synergistic herbicidal mixtures

PCT No. PCT/EP96/04935 Sec. 371 Date May 1, 1998 Sec. 102(e) Date May 1, 1998 PCT Filed Nov. 12, 1996 PCT Pub. No. WO97/17852 PCT Pub. Date May 22, 1997A synergistically active herbicidal composition which comprises, as active components, a mixture of 1-(3-chloro-4,5,6,7-tetrahydropyrazolo-[1,5-a]-pyridin-2-yl)-5-(methylpropargylamino)-4-pyrazolylcarbonitrile [Component (A)] and a herbicide selected from the group consisting of bentazone, molinate, daimuron, thiobencarb, butachlor, pretilachlor, dimepiperate, fenoxaprop-ethyl, clomeprop, cinmethylin, bromobutide, quinclorac, mefenacet, pyrazosulfuron-ethyl, esprocarb, cinosulfuron, thenylchlor, cumyluron, MK 243, naproanilide, anilofos, benfuresate, bifenox, CH-900, MCPA, nitrofen, oxadiazon, pendimethalin, simetryn, sulcotrione (ICIA0051), trifluralin, piperophos, pyributicarb, ethoxysulfuron, bensulfuronmethyl, pyrazolate, pyrazoxyfen, benzofenap, cyclosulfamuron, cyhalofop-butyl, NBA-061, azimsulfuron, propanil or imazosulfuron [Component (B)] and which are suitable for controlling undesirable plants in rice cultivation.

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.