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Tralomethrin

PESTANAL®, analytical standard, mixture of diastereomers

Synonym(s):

(S)-α-Cyano-3-phenoxybenzyl (1R,3S)-2,2-dimethyl-3-[(RS)-1,2,2,2-tetrabromoethyl]cyclopropanecarboxylate

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About This Item

Empirical Formula (Hill Notation):
C22H19Br4NO3
CAS Number:
Molecular Weight:
665.01
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

O=C(OC(C#N)C1=CC=CC(OC2=CC=CC=C2)=C1)C3C(C(Br)C(Br)(Br)Br)C3(C)C

InChI

1S/C22H19Br4NO3/c1-21(2)17(19(23)22(24,25)26)18(21)20(28)30-16(12-27)13-7-6-10-15(11-13)29-14-8-4-3-5-9-14/h3-11,16-19H,1-2H3

InChI key

YWSCPYYRJXKUDB-UHFFFAOYSA-N

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General description

Tralomethrin is a non-systemic pyrethroid insecticide that is effective in controlling a range of agronomic pests, particularly Lepidoptera in cereals, fruits, vegetables, and other crops. It acts by modifying the sodium channels in neurons, the major target site of pyrethroid insecticides, leading to paralysis, and eventually death.

Tralomethrin is not authorized for use in the European Union as per the European Council Directive 91/414/EEC concerning the placement of plant protection products on the European market. A default maximum residue level (MRL) of 0.01 mg/kg has been set according to Reg 396/2005

Application

The analytical standard (Pestanal) can be used to:
  • Evaluate the analytical behavior of tralomethrin using GC-ECD and GC-MS, and compare the analytical parameters for tralomethrin and deltamethrin
  • Evaluate the residue levels of pyrifenox, pyridaben, and tralomethrin in tomatoes grown in a plastic greenhouse, and assess the effect of three different household processes and the "unit to unit" variability of these pesticides in tomatoes
  • Study the electrochemical reduction behavior of tralomethrin and tralocythrin at glassy carbon and mercury electrodes in the non-aqueous solvents acetonitrile, and methanol
  • Evaluate the degradation behavior and residue levels of pyridaben and tralomethrin in peppers grown in a plastic greenhouse
  • Study the association between environmental exposure to pesticides and risk of epilepsy
  • Determine the fate and persistence of tralomethrin and deltamethrin in simulated outdoor pond microcosms

Legal Information

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

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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L D Brown et al.
Toxicology and applied pharmacology, 89(3), 305-313 (1987-07-01)
Deltamethrin is a potent type II pyrethroid insecticide which can modify sodium channel gating kinetics in nerve membranes. The actions of another type II pyrethroid tralomethrin to modify sodium channel kinetics have been ascribed to deltamethrin, to which tralomethrin is
Mar Requena et al.
Neurotoxicology, 68, 13-18 (2018-07-19)
There is increasing evidence of an association between long-term environmental exposure to pesticides and neurodegenerative disorders; however, the relationship with epilepsy has not been addressed thus far. This study was aimed at determining the prevalence and risk of developing epilepsy
K M Erstfeld
Chemosphere, 39(10), 1737-1769 (1999-10-16)
The aquatic fate and persistence of synthetic pyrethroids under spray drift and field runoff treatment regimens were determined in outdoor pond microcosms. In this paper, the experimental design and construction of outdoor microcosms is presented, as well as the aquatic
Mourad Boulaid et al.
Journal of agricultural and food chemistry, 53(10), 4054-4058 (2005-05-12)
Residue levels of pyrifenox, pyridaben, and tralomethrin were determined in unprocessed and processed tomatoes, grown in a experimental greenhouse, to evaluate the effect of three different household processes (washing, peeling, and cooking) and the "unit to unit" variability of these
Electrochemical reduction of the synthetic pyrethroid insecticides tralomethrin and tralocythrin at glassy carbon and mercury electrodes
Coomber DC
Journal of Electroanalytical Chemistry, 5-11 null

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