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About This Item
Empirical Formula (Hill Notation):
C14H4N2O2S2
CAS Number:
Molecular Weight:
296.32
Beilstein/REAXYS Number:
1325563
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
grade
analytical standard
Quality Level
product line
PESTANAL®
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
agriculture
environmental
format
neat
SMILES string
O=C1C2=C(SC(C#N)=C(S2)C#N)C(=O)c3ccccc13
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
InChI key
PYZSVQVRHDXQSL-UHFFFAOYSA-N
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General description
Dithianons belong to the quinone class of fungicides.
Application
Dithianon may be used as an analytical reference standard for the determination of dithianon in:
- Surface water samples by solid-phase extraction (SPE) and liquid chromatography coupled to quadrupole time-of-flight mass spectrometry (LC-Q-TOFMS).
- Honeybees by dispersive-SPE followed by liquid and gas chromatography coupled to tandem mass spectrometry (LC-MS/MS and GC-MS/MS) equipped with electrospray ionization (ESI) and multiple reaction monitoring (MRM) detection.
- Apples by quick, easy, cheap, effective, rugged and safe (QuEChERS) extraction as well as high performance thin-layer chromatography (HPTLC) clean-up procedures and GC-MS/MS.
- Tomatoes by QuEChERS extraction and LC coupled to triple quadrupole (QqQ) ESI-MS/MS with MRM detection.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Recommended products
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
Legal Information
PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Jost Liebich et al.
Environmental toxicology and chemistry, 22(4), 784-790 (2003-04-11)
The microbial communities in the soil are responsible for material cycling and thus also for maintaining the fertility of agricultural soils. In order to assess pesticide side effects on the soil processes, detailed knowledge is required about the structure and
Alice Passoni et al.
European journal of mass spectrometry (Chichester, England), 22(5), 261-267 (2016-11-25)
An automated online solid-phase extraction-liquid chromatography mass spectrometry (SPE-LC/MS) method was developed for the quantification of dithianon in surface water samples, using warfarin as internal standard. The method was developed on a liquid chromatography (LC) system with Flexible Cube interfaced
Multi-residue method for the determination of pesticides and pesticide metabolites in honeybees by liquid and gas chromatography coupled with tandem mass spectrometry-Honeybee poisoning incidents.
Kiljanek T, et al.
Journal of Chromatography A, 1435(5), 100-114 (2016)
Ivan Halasz et al.
Acta crystallographica. Section B, Structural science, 68(Pt 6), 661-666 (2012-11-21)
The crystal structures of four polymorphs of the pesticide dithianon (5,10-dihydro-5,10-dioxonaphtho[2,3-b]-1,4-dithiine-2,3-dicarbonitrile) have been solved from powder diffraction data and refined using the Rietveld method. Three polymorphs crystallize in non-centrosymmetric space groups. Two polymorphs have Z' > 1. The structures are
Peter Gildemacher et al.
FEMS yeast research, 6(8), 1149-1156 (2006-12-13)
The effect of inoculations with yeasts occurring on apple surfaces and fungicide treatments on the russeting of Elstar apples was studied. Captan, dithianon and a water treatment were implemented to study the interaction between the fungicides, the inoculated yeast species
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