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Cyproconazol

certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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About This Item

Empirical Formula (Hill Notation):
C15H18ClN3O
CAS Number:
94361-06-5
Molecular Weight:
291.78
Beilstein:
8396421
MDL number:
MFCD01678672
UNSPSC Code:
41116107
NACRES:
NA.24

grade

certified reference material
TraceCERT®

Quality Level

300

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

format

neat

storage temp.

-10 to -25°C

SMILES string

CC(C1CC1)C(O)(Cn2cncn2)c3ccc(Cl)cc3

InChI

1S/C15H18ClN3O/c1-11(12-2-3-12)15(20,8-19-10-17-9-18-19)13-4-6-14(16)7-5-13/h4-7,9-12,20H,2-3,8H2,1H3

InChI key

UFNOUKDBUJZYDE-UHFFFAOYSA-N

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General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ. Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate. Download your certificate at: http://www.sigma-aldrich.com.

Cyproconazole is a systemic triazole fungicide, typically applied as foliar sprays to control diseases caused by ascomycetes, basidiomycetes, and deuteromycetes in cereals, sugar beets, peanut, oilseed rape, coffee, fruit tree, and grapes. Cyproconazole inhibits C-14α-demethylase enzyme biosynthesis of pathogenic fungi.

Cyproconazole has to be monitored in the Multiannual Control Programme for Pesticides Residues (MACP), run within the EU and EFTA in/on products of plant origin.

As per Regulation (EC) No 1107/2009, cyproconazole is not approved in European Union. Maximum residue levels (MRLs) for Cyproconazole have been set according to Regulation (EU) No 2018/70 from 0.05 to 0.5 mg/kg for various products of plant and animal origin.

Application

It is intended to be used as a certified reference material (CRM) for calibration in chromatography and other analytical techniques. Cyproconazole CRM may also find its use as described below:
  • To investigate stereoselective degradation of the fungicides, epoxiconazole, and cyproconazole in different soils
  • Study the inhibition effect of cyproconazole as corrosion inhibitor of copper in sulphuric acid solution
  • Evaluation of stereoselective metabolism of cyproconazole in rat liver microsomes through chiral LC-MS/MS method
  • Development and validation of QuEChERS method for the enantioseparation and detection of cyproconazole stereoisomers in food and environmental samples (wheat flour, cucumber, pear, soil) using HPLC
  • To investigate stereoselective quantification and degradation of cyproconazole in different matrices using chiral liquid chromatography-tandem mass spectrometry (LC-MS/MS) method

Legal Information

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

Signal Word

Danger

Hazard Statements

H301,H360D,H373,H410

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - 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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ8229
BCCC7209

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Zongzhe He et al.
The Analyst, 144(17), 5193-5200 (2019-07-28)
Cyproconazole, a chiral triazole fungicide, has been diffusely used and analyzed. The development of an effective analytical method for cyproconazole enantiomers can support their residual monitoring and risk assessment. In the present study, the absolute configuration of the cyproconazole enantiomers
Rujian He et al.
Chemosphere, 264(Pt 2), 128495-128495 (2020-10-11)
The vast usage of agrochemicals enhances food security globally but may pose challenge to understand the risk assessment to non-target organisms and human beings, and liver microsomes are responsible for metabolism of these agrochemicals in vivo. In this study, stereoselective
Ignaz J Buerge et al.
Environmental science & technology, 40(17), 5443-5450 (2006-09-27)
Many pesticides are chiral and consist of two or more enantiomers/stereoisomers, which may differ in biological activity, toxicity, effects on nontarget organisms, and environmental fate. In the last few years, several racemic compounds have been substituted by enantiomer-enriched or single-isomer
Rujian He et al.
Journal of agricultural and food chemistry, 67(38), 10782-10790 (2019-09-07)
Systematic investigation of cyproconazole, including absolute stereochemistry, fungicidal activity, quantification in two matrixes, and stereoselective degradation in cucumber, are conducted in this study. By virtue of vibrational circular dichroism (VCD) spectroscopy, absolute configurations of four stereoisomers were identified to be
Ignaz J Buerge et al.
Environmental science & technology, 40(17), 5443-5450 (2006-09-27)
Many pesticides are chiral and consist of two or more enantiomers/stereoisomers, which may differ in biological activity, toxicity, effects on nontarget organisms, and environmental fate. In the last few years, several racemic compounds have been substituted by enantiomer-enriched or single-isomer

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