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Merck

31571

Supelco

Diafenthiuron

PESTANAL®, analytical standard

Synonym(e):

1-tert-Butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-thiourea, N-[2,6-Bis(1-methylethyl)-4-phenoxyphenyl]-N′-(1,1-dimethylethyl)-thiourea

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About This Item

Empirische Formel (Hill-System):
C23H32N2OS
CAS-Nummer:
Molekulargewicht:
384.58
Beilstein:
8343025
MDL-Nummer:
UNSPSC-Code:
41116107
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Produktlinie

PESTANAL®

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Anwendung(en)

agriculture
environmental

Format

neat

SMILES String

CC(C)c1cc(Oc2ccccc2)cc(C(C)C)c1NC(=S)NC(C)(C)C

InChI

1S/C23H32N2OS/c1-15(2)19-13-18(26-17-11-9-8-10-12-17)14-20(16(3)4)21(19)24-22(27)25-23(5,6)7/h8-16H,1-7H3,(H2,24,25,27)

InChIKey

WOWBFOBYOAGEEA-UHFFFAOYSA-N

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Allgemeine Beschreibung

Diafenthiuron is classified under the thiourea family of insecticides which are widely used for crop protection.

Anwendung

Diafenthiuron may be used as a reference standard for the analysis of diafenthiuron in:
  • Cotton and groundnut oil by quick, easy, cheap, effective, rugged, and safe (QuEChERS) extraction procedure, low-temperature freezing and dispersive clean-up followed by quantification using gas chromatography (GC) equipped with electron capture detector (ECD) as well as flame photometric detector (FPD) and liquid chromatography-tandem mass spectrometry (LC-MS/MS).
  • Tomatoes by QuEChERS extraction and LC combined with triple quadrupole MS/MS with electrospray ionization source (ESI).
  • Fruit juice samples by ionic liquid-assisted liquid-phase microextraction based on the solidification of floating organic droplets (ILSFOD-LLME) and high performance liquid chromatography (HPLC) equipped with a variable-wavelength detector (VWD).
  • Water and wastewater by solid phase extraction (SPE) and LC combined with time-of-flight (TOF) MS.

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Empfohlene Produkte

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.

Rechtliche Hinweise

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flammpunkt (°F)

>300.2 °F - closed cup

Flammpunkt (°C)

> 149 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Analysenzertifikate (COA)

Lot/Batch Number

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Die Dokumentenbibliothek aufrufen

Dissipation of foliar residues of diafenthiuron and its metabolites.
Y S Keum et al.
Bulletin of environmental contamination and toxicology, 68(6), 845-851 (2002-05-16)
The thiourea insecticide diafenthiuron inhibits mitochondrial ATPase in vitro and in vivo by its carbodiimide product.
F Ruder et al.
Biochemical Society transactions, 22(1), 241-244 (1994-02-01)
H Kayser et al.
Pest management science, 57(10), 975-980 (2001-11-07)
The thiourea insecticide/acaricide diafenthiuron represents a biologically inactive propesticide that requires transformation into the active carbodiimide derivative. The carbodiimide inhibits mitochondrial respiration by selective and covalent binding to the proteolipid (8 kDa) of Fo-ATPase in the inner membrane and to
Young-Soo Keum et al.
Pest management science, 58(5), 496-502 (2002-05-10)
Diafenthiuron, 1-tert-butyl-3-(2,6-di-isopropyl-4-phenoxyphenyl)thiourea, is an effective insecticide and acaricide. Sunlight degradation of diafenthiuron in various aqueous solutions and pure hexane yielded two major identified products: 1-tert-butyl-3-(2,6-di-isopropyl-4-phenoxyphenyl)-carbodiimide (CGA-140,408) and 1-tert-butyl-3-(2,6-di-isopropyl-4-phenoxy-phenyl)urea (CGA-177,960). CGA-140,408 was further photo-transformed into CGA-177,960 by sunlight. Direct photolysis appeared
Lenli C Otoidobiga et al.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, 38(6), 757-769 (2003-12-03)
Bioassays were conducted in 2001 and 2002 to estimate toxicities and dose-response relationships of 24 Bemisica tabaci Gennadius populations to pyriproxifen, acemitaprid, and diafenthiuron. LC50s ranging from 0.014 to 0.096 mgL(-1), 0.60 to 1.3 mgL(-1), and 3.5 to 6.7 mgL(-1)

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