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Triflumizole

PESTANAL®, analytical standard

Synonym(s):

(E)-4-Chloro-α,α,α-trifluoro-N-(1-imidazol-1-yl-2-propoxyethylidene)-o-toluidine, 1-{1-{[4-Chloro-2-(trifluoromethyl)phenyl]imino}-2-propoxyethyl}-1H-imidazole

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About This Item

Empirical Formula (Hill Notation):
C15H15ClF3N3O
CAS Number:
Molecular Weight:
345.75
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

CCCOC\C(=N/c1ccc(Cl)cc1C(F)(F)F)n2ccnc2

InChI

1S/C15H15ClF3N3O/c1-2-7-23-9-14(22-6-5-20-10-22)21-13-4-3-11(16)8-12(13)15(17,18)19/h3-6,8,10H,2,7,9H2,1H3/b21-14+

InChI key

HSMVPDGQOIQYSR-KGENOOAVSA-N

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General description

Triflumizole is classified under the imidazole fungicide group of chemicals generally used for food and ornamental crop protection.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Triflumizole may be used as a reference standard for the determination of triflumizole in food and water samples by quick, easy, cheap, effective, rugged and safe (QuEchERS) extraction and liquid chromatography/time-of-flight mass spectrometry (LC/TOF-MS), in fruits and vegetables by gas chromatography-tandem mass spectrometry (GC-MS/MS) operating in either electron ionization (EI) or chemical ionization (CI) mode, in honeybees by acetonitrile-based extraction and GC-quadrupole MS/MS operating in multiple reaction monitoring (MRM) mode and in paddy field water by direct injection LC coupled to quadrupole-linear ion-trap MS.

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Sens. 1 - STOT RE 2

Target Organs

Liver

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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D Cai et al.
Se pu = Chinese journal of chromatography, 17(3), 299-300 (2003-01-29)
Triflumizole (TRI) and its metabolite [4-chloro-alpha,alpha,alpha-trifluoro-N-(1-amino-2-propoxythylidene)- O-toluidine] (MET) were extracted with methanol and reverse-extracted with dichloromethane. After evaporation to dryness, the residue in dichloromethane layer was dissolved in mobile phase for high performance liquid chromatographic determination with external standard method.
Potential obesogen identified: fungicide triflumizole is associated with increased adipogenesis in mice.
Valerie J Brown
Environmental health perspectives, 120(12), A474-A474 (2012-12-06)
Helmut Viernstein et al.
International journal of pharmaceutics, 256(1-2), 85-94 (2003-04-16)
The solubility enhancement of biologically active compounds was analysed in dependence on temperature, amount of cosolvents and on beta-cyclodextrin as complexing agent. The analysis was performed for the systemic fungicide triflumizole (TF), a poorly water soluble compound. All parameters lead
[Determining the levels of trifumin and the products of its transformation in agricultural cultures, water and soil].
M V Pis'mennaia
Gigiena i sanitariia, (3)(3), 83-84 (1991-03-01)
Geoffrey M Calvert et al.
MMWR. Morbidity and mortality weekly report, 64(2), 42-44 (2015-01-23)
On April 10, 2014 the Washington State Department of Agriculture (WSDA) was notified by a local newspaper of a suspected pesticide poisoning incident in Douglas County involving pesticides not previously reported in the published literature to be associated with human

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