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Dithianon

PESTANAL®, analytical standard

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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

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

pictograms

Exclamation markEnvironment

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Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

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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Automated online solid-phase extraction-liquid chromatography mass spectrometric analysis of dithianon in water.
Passoni A, et al.
Eur. J. Mass Spectrom., 22(5), 261-267 (2016)
E Sturdík et al.
Chemico-biological interactions, 30(1), 105-104 (1980-04-01)
The inhibition of glycolysis by 2,3-dinitrilo-1,4-dithia-9,10-antraquinone (DDA) in Ehrlich ascites carcinoma (EAC) cells as well as in the investigated respiratory and fermentative strains of yeasts was found to be the result of inactivation of thiol enzymes of this pathway. Increasing
Determination of 115 pesticide residues in oranges by high-performance liquid chromatography-triple-quadrupole mass spectrometry in combination with QuEChERS method.
Golge O and Kabak B
J. Food Compos. Anal., 41, 86-97 (2015)
Evaluation of QuEChERS sample preparation and liquid chromatography-triple-quadrupole mass spectrometry method for the determination of 109 pesticide residues in tomatoes.
Golge O and Kabak B
Food Chemistry, 176(5), 319-332 (2015)
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

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