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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:
68694-11-1
Molecular Weight:
345.75
MDL number:
MFCD13152032
UNSPSC Code:
41116107
PubChem Substance ID:
329754271
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

signalword

Danger

Hazard Classifications

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

target_organs

Liver

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK2709
BCCH2361
BCCC0055
BCBT8626
SZBE133XV

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N Shiga et al.
Journal of chromatography, 396, 327-335 (1987-06-19)
A procedure for high-performance liquid chromatographic (HPLC) determination of triflumizole and its metabolite (Met) in crops was examined. Triflumizole and Met in sample crops were extracted with methanol and re-extracted into methylene chloride. After clean-up of the extract on a
Xia Li et al.
Environmental health perspectives, 120(12), 1720-1726 (2012-10-23)
Triflumizole (TFZ) is an imidazole fungicide used on many food and ornamental crops. TFZ is not thought to be particularly toxic or carcinogenic, but little is known about its effect on development. TFZ is identified as a peroxisome proliferator activated
Application of gas chromatography-tandem mass spectrometry to the analysis of pesticides in fruits and vegetables.
Vidal JLM, et al.
Journal of Chromatography A, 959(1-2), 203-213 (2002)
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)
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