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Diafenthiuron

PESTANAL®, analytical standard

Synonyme(s) :

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

Formule empirique (notation de Hill):
C23H32N2OS
Numéro CAS:
80060-09-9
Poids moléculaire :
384.58
Numéro Beilstein :
8343025
Numéro MDL:
MFCD01311814
Code UNSPSC :
41116107
ID de substance PubChem :
329753824
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Gamme de produits

PESTANAL®

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

agriculture
environmental

Format

neat

Chaîne SMILES 

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)

Clé InChI

WOWBFOBYOAGEEA-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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

Application

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.

Produits recommandés

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.

Informations légales

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

Pictogrammes

Skull and crossbonesHealth hazardEnvironment
GHS06,GHS08,GHS09

Mention d'avertissement

Danger

Mentions de danger

H331,H373,H410

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

>300.2 °F - closed cup

Point d'éclair (°C)

> 149 °C - closed cup

Équipement de protection individuelle

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

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
BCCF6583
BCBS9893V
SZBD123XV
SZBA110XV
SZBA110X

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Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

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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
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)
Ionic liquid-assisted liquid-phase microextraction based on the solidification of floating organic droplets combined with high performance liquid chromatography for the determination of benzoylurea insecticide in fruit juice.
Yang M, et al.
Journal of Chromatography A, 1360(3), 47-56 (2014)
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
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