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Spirotetramat

PESTANAL®, analytical standard

Synonym(s):

cis-3-(2,5-Dimethylphenyl)-8-methoxy-2-oxo-1-azaspiro[4.5]dec-3-en-4-yl ethyl carbonate, cis-4-(Ethoxycarbonyloxy)-8-methoxy-3-(2,5-xylyl)-1-azaspiro[4.5]dec-3-en-2-one

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About This Item

Empirical Formula (Hill Notation):
C21H27NO5
CAS Number:
Molecular Weight:
373.44
UNSPSC Code:
41116107
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

CCOC(=O)OC1=C(C(=O)NC12CCC(CC2)OC)c3cc(C)ccc3C

InChI

1S/C21H27NO5/c1-5-26-20(24)27-18-17(16-12-13(2)6-7-14(16)3)19(23)22-21(18)10-8-15(25-4)9-11-21/h6-7,12,15H,5,8-11H2,1-4H3,(H,22,23)/t15-,21+

InChI key

CLSVJBIHYWPGQY-GGYDESQDSA-N

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General description

Spirotetramat is a systemic insecticide which belongs to the class of ketoenols primarily used for the control of a wide spectrum of sucking insects. Its mode of action involves the inhibition of acetyl-CoA carboxylase enzyme activity.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Spirotetramat may be used as a reference standard for QuEChERS based methodology for the determination of spirotetramat and its relevant metabolites in pistachio samples by liquid chromatography-tandem mass spectrometry.

Legal Information

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

Signal Word

Warning

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 2 - Skin Sens. 1A - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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An efficient analytical method for analysis of spirotetramat and its metabolite spirotetramat-enol by HPLC
Mohapatra S, et al.
Bulletin of Environmental Contamination and Toxicology, 88(2), 124-128 (2012)
Ramón E Cevallos-Cedeño et al.
ACS omega, 3(9), 11950-11957 (2018-10-16)
Spirotetramat-a tetramic acid insecticide-is rapidly metabolized or degraded to give spirotetramat-enol; so, common residue definitions include the sum of both compounds. In the present study, two spirotetramat-functionalized derivatives (haptens) have been designed to generate immunoreagents to these molecules for rapid
Regina K Cruzado et al.
PloS one, 15(4), e0231973-e0231973 (2020-04-29)
Potato psyllid (Bactericera cockerelli Sulc)-transmitted "Candidatus Liberibacter solanacearum" (Lso) has been negatively impacting the potato industry in the United States as well as other potato-producing countries. Lso has been linked to a condition known as zebra chip (ZC) that affects
Determination of acetamiprid, imidacloprid, and spirotetramat and their relevant metabolites in pistachio using modified QuEChERS combined with liquid chromatography-tandem mass spectrometry.
Faraji M, et al.
Food Chemistry, 240(2), 634-641 (2018)
David G Riley et al.
Journal of economic entomology, 112(4), 1526-1540 (2019-03-30)
Whitefly-transmitted Tomato yellow leaf curl virus (Family Geminiviridae; Genus Begomovirus) severely restricts tomato production in the Southeastern United States. Whitefly and tomato yellow leaf curl virus management studies typically investigate control tactics individually, but successful management of this pest complex

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