Basic Info

Common NameDithianon(F05917)
2D Structure
FRCD IDF05917
CAS Number3347-22-6
PubChem CID18771
FormulaC14H4N2O2S2
IUPAC Name

5,10-dioxobenzo[g][1,4]benzodithiine-2,3-dicarbonitrile

InChI Key

PYZSVQVRHDXQSL-UHFFFAOYSA-N

InChI

InChI=1S/C14H4N2O2S2/c15-5-9-10(6-16)20-14-12(18)8-4-2-1-3-7(8)11(17)13(14)19-9/h1-4H

Canonical SMILES

C1=CC=C2C(=C1)C(=O)C3=C(C2=O)SC(=C(S3)C#N)C#N

Isomeric SMILES

C1=CC=C2C(=C1)C(=O)C3=C(C2=O)SC(=C(S3)C#N)C#N

Synonyms
        
            Delan-col
        
            DITHIANON
        
            Dithianone
        
            Delan
        
            3347-22-6
        
            Merkdelan
        
            Thynon
        
            Delan WP
        
            Stauffer MV-119A
        
            Delan (fungicide)
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassNaphthalenes
SubclassNot available
Intermediate Tree NodesNot available
Direct ParentNaphthalenes
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
SubstituentsNaphthalene - Benzodithiin - 1,4-benzodithiin - Heteroaromatic compound - Organoheterocyclic compound - Nitrile - Carbonitrile - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Properties

Property NameProperty Value
Molecular Weight296.318
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count0
Complexity629
Monoisotopic Mass295.971
Exact Mass295.971
XLogP2.8
Formal Charge0
Heavy Atom Count20
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
Tarragon (Aztec sweet herb, Epazote/Mexican tea/wormseed, Hyssop, Lemongrass, Mexican oregano, Nettle, Other species of the genus Urtica, not elsewhere mentioned, Russian tarragon, Stevia,)0256100European Union0.01*01/09/2008
Rose (Almond, Bee balm, Bitter orange/sour orange, Black locust, Cat’s foot, Chrysanthemum, Cinnamon, Clary sage, Cornflower, Cowslip/primrose, Daisy, Dyer’s broom, Elder, Field poppy, Great mullei...0631030European Union0.01*01/09/2008
Other Liliaceous VegetablesJapan0.5ppm
Mandarins (Inc Clementines & Similar Hybrids)Finland3mg/kg
Others (2)0130990European Union301/09/2008
Others (2)1014990European Union0.01*01/09/2008
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union101/09/2008
(a) edible peel0161000European Union0.01*01/09/2008
Kidney1012040European Union0.01*01/09/2008
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union101/09/2008
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union101/09/2008
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union101/09/2008
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union301/09/2008
Others (2)0110990European Union101/09/2008
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.0501/09/2008
Brazil nuts0120020European Union0.01*01/09/2008
Cashew nuts0120030European Union0.01*01/09/2008
Chestnuts0120040European Union0.01*01/09/2008
Coconuts (Areca nuts/betel nuts,)0120050European Union0.01*01/09/2008
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.01*01/09/2008

References

TitleJournalDatePubmed ID
Effects of Planting and Processing Modes on the Degradation of Dithianon andPyraclostrobin in Chinese Yam (Dioscorea spp.).J Agric Food Chem2017 Dec 629131625
Field evaluation of two risk indicators for predicting likelihood of pesticidetransport to surface water from two orchards.Sci Total Environ2016 Nov 1527424118
Production of apple-based baby food: changes in pesticide residues.Food Addit Contam Part A Chem Anal Control Expo Risk Assess201424720736
Evaluation of the field dissipation of fungicides and insecticides used on fruit bearing trees in northern Italy.J Environ Sci Health B2009 Feb19130372
Interactions between yeasts, fungicides and apple fruit russeting.FEMS Yeast Res2006 Dec17156012
Developing an ecotoxicological testing standard for predatory mites in Australia: acute and sublethal effects of fungicides on Euseius victoriensis and Galendromus occidentalis (Acarina: Phytoseiidae).J Econ Entomol2004 Jun15279268
Structural and functional approach to studying pesticide side-effects on specificsoil functions.Environ Toxicol Chem2003 Apr12685713
A new spectrophotometric method for the determination of dithianon in commercial formulations and its residues in foodstuffs.J AOAC Int1999 Nov-Dec10589480