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Supelco

Prallethrin

PESTANAL®, analytical standard

Synonym(s):

(RS)-2-Methyl-4-oxo-3-prop-2-ynylcyclopent-2-enyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

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About This Item

Empirical Formula (Hill Notation):
C19H24O3
CAS Number:
Molecular Weight:
300.39
EC Number:
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

storage temp.

2-8°C

SMILES string

C\C(C)=C/C1C(C(=O)OC2CC(=O)C(CC#C)=C2C)C1(C)C

InChI

1S/C19H24O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h1,9,14,16-17H,8,10H2,2-6H3

InChI key

SMKRKQBMYOFFMU-UHFFFAOYSA-N

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General description

Prallethrins are classified under the broad category of pyrethroid insecticides that are utilized in agricultural, domestic and industrial applications. They are typically used for protection against mosquitoes, cockroaches as well as other insects.

Application

Prallethrin may be used as an analytical reference standard for the determination of the analyte in:
  • Sediment samples by dichloromethane (DMC)-based Soxhlet extraction and high-resolution gas chromatography/high-resolution mass spectrometry (HRGC/HRMS).
  • Domestic wastewater samples by ultrasound-assisted dispersive liquid–liquid microextraction (UA-DLLME) combined with capillary GC.

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

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

Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

282.2 °F - closed cup

Flash Point(C)

139 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Y Tomigahara et al.
Xenobiotica; the fate of foreign compounds in biological systems, 24(9), 839-852 (1994-09-01)
1. Two major metabolites of 14C-labelled (4S,1R)-trans-Etoc[(S)-2-methyl-4-oxo-3-(2-propynyl)cyclopent-2-enyl (1R)-trans-chrysanthemate] were purified using a combination of chromatographic techniques and identified by spectroanalysis (nmr(HMBC) and FAB-, TSP-MS). These were established as new types of S-linked conjugates (sulphonic acid and mercapturic acid types). 2.
Pyrethroids, pyrethrins, and piperonyl butoxide in sediments by high-resolution gas chromatography/high-resolution mass spectrometry.
Woudneh MB and Oros DR
Journal of Chromatography A, 1135(1), 71-77 (2006)
C H Schaefer et al.
Journal of the American Mosquito Control Association, 6(4), 621-624 (1990-12-11)
Two new pyrethroids, ETOC and lambdacyhalothrin, showed considerable promise against organophosphorus-resistant adults of Culex tarsalis in laboratory tests. In field trials using nonthermal aerosols, applications of both compounds resulted in effective swaths of up to one-half mile. At the highest
T Seki et al.
The Journal of toxicological sciences, 12(4), 397-428 (1987-11-01)
d.d-T80-prallethrin, a pyrethroid insecticide for sanitary use, was administered to Crj : CD (Sprague Dawley) rats at concentrations of 120, 600 or 3,000 ppm in diet for one year to assess the chronic toxicity potential and the reversibility. The summarized
Emmanuel M Bhaskar et al.
Journal of medical toxicology : official journal of the American College of Medical Toxicology, 6(1), 27-30 (2010-03-03)
Pyrethroids are common household insecticides. Even though they are less toxic to humans, reports of accidental and suicidal poisoning are not uncommon. Cardiotoxicity due to pyrethroid poisoning is rare. We report a case of cardiac conduction disturbance due to a

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