Basic Info

Common NameFomesafen(F05696)
2D Structure
FRCD IDF05696
CAS Number72178-02-0
PubChem CID51556
FormulaC15H10ClF3N2O6S
IUPAC Name

5-[2-chloro-4-(trifluoromethyl)phenoxy]-N-methylsulfonyl-2-nitrobenzamide

InChI Key

BGZZWXTVIYUUEY-UHFFFAOYSA-N

InChI

InChI=1S/C15H10ClF3N2O6S/c1-28(25,26)20-14(22)10-7-9(3-4-12(10)21(23)24)27-13-5-2-8(6-11(13)16)15(17,18)19/h2-7H,1H3,(H,20,22)

Canonical SMILES

CS(=O)(=O)NC(=O)C1=C(C=CC(=C1)OC2=C(C=C(C=C2)C(F)(F)F)Cl)[N+](=O)[O-]

Isomeric SMILES

CS(=O)(=O)NC(=O)C1=C(C=CC(=C1)OC2=C(C=C(C=C2)C(F)(F)F)Cl)[N+](=O)[O-]

Synonyms
        
            Fomesafen
        
            72178-02-0
        
            Fomesafene
        
            Reflex
        
            5-(2-Chloro-4-(trifluoromethyl)phenoxy)-N-(methylsulfonyl)-2-nitrobenzamide
        
            UNII-M0A3U4CDTF
        
            Fomesafene [ISO-French]
        
            Fomesafen [ANSI:BSI:ISO]
        
            HSDB 6660
        
            PP021
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassDiphenylethers
Intermediate Tree NodesNot available
Direct ParentDiphenylethers
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsDiphenylether - Diaryl ether - Trifluoromethylbenzene - Nitrobenzene - Phenoxy compound - Nitroaromatic compound - Phenol ether - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - C-nitro compound - Organic nitro compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Allyl-type 1,3-dipolar organic compound - Ether - Organic oxoazanium - Organic zwitterion - Organofluoride - Organochloride - Organonitrogen compound - Organohalogen compound - Alkyl halide - Alkyl fluoride - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organosulfur compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Properties

Property NameProperty Value
Molecular Weight438.758
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Complexity693
Monoisotopic Mass437.99
Exact Mass437.99
XLogP2.4
Formal Charge0
Heavy Atom Count28
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Other SpicesJapan0.05ppm
Green SoybeansJapan0.05ppm
Peas,Immature(With Pods)Japan0.05ppm
Other Legumes/PulsesJapan0.05ppm
Broad BeansJapan0.05ppm
Beans,DryJapan0.05ppm
Soybeans,DryJapan0.05ppm
Dry BeansCanada0.05mg/kg
Lima BeansCanada0.05mg/kg
Snap BeansCanada0.05mg/kg
SoybeansCanada0.05mg/kg

References

TitleJournalDatePubmed ID
Effect of herbicides in the oxidative stress in crop winter species.An Acad Bras Cienc2018 Apr-Jun29898110
Potential risk of weed outbreak by increasing biochar's application rates inslow-growth legume, lentil (Lens culinaris Medik.).J Sci Food Agric2018 Apr28940378
Field and Laboratory Dissipation of the Herbicide Fomesafen in the SouthernAtlantic Coastal Plain (USA).J Agric Food Chem2016 Jun 2927268304
Microbial degradation of fomesafen by a newly isolated strain Pseudomonas zeshuiiBY-1 and the biochemical degradation pathway.J Agric Food Chem2012 Jul 2522757645
Use of carbon and nitrogen stable isotope ratios to assess the effects ofenvironmental contaminants on aquatic food webs.Environ Pollut2006 May16199117
Circadian response of annual weeds in a natural setting to high and lowapplication rates of four herbicides with different modes of actions.Chronobiol Int2003 Mar12723887
[Participation of dexamethasone and E and C vitamins in the modulation of thehepatotoxic effect induced by fomesafen and 2,4-D amino herbicides, in rats ].Acta Cient Venez200212216501
Effect of the protoporphyrinogen oxidase-inhibiting herbicide fomesafen on liver uroporphyrin and heptacarboxylic porphyrin in two mouse strains.Food Chem Toxicol1994 Jul8045477
Mechanistic studies: their role in the toxicological evaluation of pesticides.Food Addit Contam19892689246