sulcotrione
1,3-cyclohexanedione, 2-(2-chloro-4-(methylsulfonyl)benzoyl)-
 
Notes:
a bleaching herbicide.
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CAS Number: 99105-77-8Picture of molecule3D/inchi
Other(deleted CASRN): 123174-48-1
FDA UNII: 5UEH9SXW7V
Nikkaji Web: J660.087E
Beilstein Number: 8155739
MDL: MFCD01632349
XlogP3-AA: 1.50 (est)
Molecular Weight: 328.77061000
Formula: C14 H13 Cl O5 S
NMR Predictor: Predict (works with chrome or firefox)
Category: herbicides / pesticides
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 139.00 °C. @ 760.00 mm Hg
Soluble in:
 water, 87.95 mg/L @ 25 °C (est)
 water, 165 mg/L @ 25 °C (exp)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Sulcotrione ≥98%
Sigma-Aldrich
For experimental / research use only.
Sulcotrione PESTANAL®, analytical standard
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for sulcotrione usage levels up to:
 not for fragrance use.
 
Recommendation for sulcotrione flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Review of the existing maximum residue levels for sulcotrione according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf
EPI System: View
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 91760
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 2-(2-chloro-4-methylsulfonylbenzoyl)cyclohexane-1,3-dione
Chemidplus: 0099105778
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References:
 2-(2-chloro-4-methylsulfonylbenzoyl)cyclohexane-1,3-dione
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 91760
Pubchem (sid): 135049449
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
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Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
2-(2-chloro-4-methanesulfonylbenzoyl)-1,3-cyclohexanedione
2-(2-chloro-4-methylsulfonylbenzoyl)cyclohexane-1,3-dione
1,3-cyclohexanedione, 2-(2-chloro-4-(methylsulfonyl)benzoyl)-
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Articles:
PubMed: Toxicity of sulcotrione and grape marc on Vicia faba cells.
PubMed: Efficient removal of sulcotrione and its formulated compound Tangenta® in aqueous TiO2 suspension: Stability, photoproducts assessment and toxicity.
PubMed: Genotoxicity of sulcotrione pesticide and photoproducts on Allium cepa root meristem.
PubMed: Cytotoxicity on Allium cepa of the two main sulcotrione photoproducts, xanthene-1,9-dione-3,4-dihydro-6-methylsulphonyl and 2-chloro-4-mesylbenzoic acid.
PubMed: Triketone toxicity: a report on two cases of sulcotrione poisoning.
PubMed: Chlorination of the β-triketone herbicides tembotrione and sulcotrione: Kinetic and mechanistic study, transformation products identification and toxicity.
PubMed: Degradation of triketone herbicides, mesotrione and sulcotrione, using advanced oxidation processes.
PubMed: Isolation and characterisation of a bacterial strain degrading the herbicide sulcotrione from an agricultural soil.
PubMed: Degradation and mineralization of sulcotrione and mesotrione in aqueous medium by the electro-Fenton process: a kinetic study.
PubMed: Isolation and characterization of Bradyrhizobium sp. SR1 degrading two β-triketone herbicides.
PubMed: Delayed degradation in soil of foliar herbicides glyphosate and sulcotrione previously absorbed by plants: consequences on herbicide fate and risk assessment.
PubMed: Photolysis of the herbicide sulcotrione: formation of a major photoproduct and its toxicity evaluation.
PubMed: Phototransformation of pesticides on plant leaves: the case of sulcotrione.
PubMed: Soil activity and persistence of sulcotrione and mesotrione.
PubMed: Sulcotrione versus atrazine transport and degradation in soil columns.
PubMed: New insights into pesticide photoprotection.
PubMed: Behaviour of sulcotrione and mesotrione in two soils.
PubMed: Photodegradation product of sulcotrione and the physiological response of maize (Zea mays) and white mustard (Sinapis alba).
PubMed: Phototransformation of the herbicide sulcotrione on maize cuticular wax.
PubMed: Influence of soil properties on the adsorption-desorption of sulcotrione and its hydrolysis metabolites on various soils.
PubMed: Environmental fate of herbicides trifluralin, metazachlor, metamitron and sulcotrione compared with that of glyphosate, a substitute broad spectrum herbicide for different glyphosate-resistant crops.
PubMed: Extraction procedures for the study of phytotoxicity and degradation processes of selected triketones in a water ecosystem.
PubMed: Toxicity assessment of the herbicides sulcotrione and mesotrione toward two reference environmental microorganisms: Tetrahymena pyriformis and Vibrio fischeri.
PubMed: Photodegradation of sulcotrione in various aquatic environments and toxicity of its photoproducts for some marine micro-organisms.
PubMed: Novel bacterial bioassay for a high-throughput screening of 4-hydroxyphenylpyruvate dioxygenase inhibitors.
PubMed: Quantification of the new triketone herbicides, sulcotrione and mesotrione, and other important herbicides and metabolites, at the ng/l level in surface waters using liquid chromatography-tandem mass spectrometry.
PubMed: Photolysis of tembotrione and its main by-products under extreme artificial conditions: comparison with another β-triketone herbicide.
PubMed: Inhibition of Barnyardgrass 4-Hydroxyphenylpyruvate Dioxygenase by Sulcotrione.
PubMed: Sulcotrione soil metabolism in summer corn crops.
PubMed: Soil dissipation of the post-emergence herbicide sulcotrione in maize crops treated with organic fertilizers.
PubMed: Inhibition of herbicide photodegradation by plant products.
PubMed: Sensitivity of locally naturalized Panicum species to HPPD- and ALS-inhibiting herbicides in maize.
PubMed: Design, synthesis, and herbicidal activity of novel substituted 3-(pyridin-2-yl)benzenesulfonamide derivatives.
PubMed: Biosynthesis and functions of a melanoid pigment produced by species of the sporothrix complex in the presence of L-tyrosine.
PubMed: Quantitative assessment of the contribution of high resolution mass spectrometric analysis to the reliability of compound confirmation.
PubMed: Sensitivity of Echinochloa muricata and Echinochloa crus-galli to HPPD- and ALS-inhibiting herbicides in corn.
PubMed: Photoprotection by plant extracts: a new ecological means to reduce pesticide photodegradation.
PubMed: Glyphosate adsorption in soils compared to herbicides replaced with the introduction of glyphosate resistant crops.
PubMed: Soil persistence of 4-HPPD-inhibitors in different soil types.
PubMed: Primus (florasulam 50 G/L), a new triazolopyrimidine sulfonanilide herbicide to control broad-leaved weeds in maize when applied in early postemergence (1 to 6 leaf stage of maize). Preliminary results.
PubMed: Pyomelanin is produced by Shewanella algae BrY and affected by exogenous iron.
PubMed: Identification of a novel 4-hydroxyphenylpyruvate dioxygenase from the soil metagenome.
PubMed: Characterization of transplastomic tobacco plants with a plastid localized barley 4-hydroxyphenylpyruvate dioxygenase.
PubMed: Temporally resolved GC-MS-based metabolic profiling of herbicide treated plants treated reveals that changes in polar primary metabolites alone can distinguish herbicides of differing mode of action.
PubMed: Solid-phase fluoroimmunoassay for the determination of mesotrione--a novel triketone herbicide--in water with direct measurement of the fluorescence onto the solid support.
PubMed: Beta-triketone inhibitors of plant p-hydroxyphenylpyruvate dioxygenase: modeling and comparative molecular field analysis of their interactions.
PubMed: Isolation and characterization of mesotrione-degrading Bacillus sp. from soil.
PubMed: Ultra-pressure liquid chromatography-electrospray tandem mass spectrometry for multiresidue determination of pesticides in water.
PubMed: A quantitative structure-activity relationship study of herbicidal analogues of alpha-hydroxy-substituted 3-benzylidenepyrrolidene-2,4-diones.
PubMed: Dose-response relationships between herbicides with different modes of action and growth of Lemna paucicostata: an improved ecotoxicological method.
PubMed: Isolation and heterologous expression of a gene encoding 4-hydroxyphenylpyruvate dioxygenase from the wheat leaf-spot pathogen, Mycosphaerella graminicola.
PubMed: Inhibition of 4-hydroxyphenylpyruvate dioxygenase by 2-(2-nitro-4-trifluoromethylbenzoyl)-cyclohexane-1,3-dione and 2-(2-chloro-4-methanesulfonylbenzoyl)-cyclohexane-1,3-dione.
PubMed: Determination of kinetic and equilibrium regimes in the operation of polar organic chemical integrative samplers. Application to the passive sampling of the polar herbicides in aquatic environments.
PubMed: p-Hydroxyphenylpyruvate dioxygenase is a herbicidal target site for beta-triketones from Leptospermum scoparium.
PubMed: Constitutive overexpression of barley 4-hydroxyphenylpyruvate dioxygenase in tobacco results in elevation of the vitamin E content in seeds but not in leaves.
PubMed: Technical advance: application of high-performance liquid chromatography with photodiode array detection to the metabolic profiling of plant isoprenoids.
PubMed: SC-0051, a 2-benzoyl-cyclohexane-1,3-dione bleaching herbicide, is a potent inhibitor of the enzyme p-hydroxyphenylpyruvate dioxygenase.
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