Bioresmethrin

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Structural formula
Structural formula of bioresmethrin
General
Surname Bioresmethrin
other names
  • 5-Benzyl-3-furylmethyl- (1 R , 3 R ) -2,2-dimethyl-3- (2-methylprop-1-enyl) cyclopropanecarboxylate
  • (+) - trans - (5-phenylmethyl-3-furanyl) methyl-2,2-dimethyl-3- (2-methyl-1-propenyl) -cyclopropanecarboxylate
  • 5-benzyl-3-furylmethyl- trans- chrysanthemate
Molecular formula C 22 H 26 O 3
Brief description

colorless solid

External identifiers / databases
CAS number 28434-01-7
EC number 249-014-0
ECHA InfoCard 100.044.543
PubChem 162381
Wikidata Q2488722
properties
Molar mass 338.45 g mol −1
Physical state

firmly

density

1.050 g cm −3

Melting point

32 ° C

boiling point

> 180 ° C (decomposition)

solubility
  • practically insoluble in water
  • soluble in most organic solvents
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
09 - Dangerous for the environment

Caution

H and P phrases H: 410
P: 273-301 + 312 + 330-391-501
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bioresmethrin is an active ingredient for plant protection and a chemical compound from the group of pyrethroids (more precisely an ester of chrysanthemum acid ) and one of the two stereoisomeric components of resmethrin .

It was developed in the 1960s by Michael Elliott's group ( Rothamsted Research ).

Extraction and presentation

Bioresmethrin can be obtained from chrysanthemum acid and 5-benzyl-3-hydroxy-furan .

properties

Bioresmethrin is a flammable, colorless, light-sensitive solid that is practically insoluble in water. It decomposes at temperatures above 180 ° C. The technical product is in the form of a paste, wax or highly viscous liquid, the color of which is colorless, yellow to red-brown.

use

Bioresmethrin is used as an insecticide and insect growth regulator .

Admission

In Germany, Austria and Switzerland no pesticides are currently approved that contain this active ingredient.

For use as a biocide, bioresmethrin was listed in Annex I to EC Regulation 1451/2007 as an approved "old active ingredient" in 2007. This was linked to the requirement to take part in an evaluation process. However, the substance was withdrawn from this review program and is no longer allowed to be used as a biocide within the EU. One use case of bioresmethrin was in the control of moths and bread beetles in food stores.

Individual evidence

  1. ↑ a b c d e f g h i j Entry on bioresmethrin in the GESTIS substance database of the IFA , accessed on July 25, 2019(JavaScript required) .
  2. ^ Joint Meeting on Pesticide Residues (JMPR), Monograph for BIORESMETHRIN , accessed December 9, 2014.
  3. ↑ Entry on bioresmethrin in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  4. ↑ Bioresmethrin data sheet at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).
  5. ↑ Gyorgy Matolcsy, Miklos Nadasy, Viktor Andriska: Pesticide Chemistry. ISBN 978-0-444-98903-1 , p. 28.
  6. ↑ Enius: Bioresmethrin
  7. ↑ General Directorate Health and Food Safety of the European Commission: Entry on bioresmethrin in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved March 3, 2016.
  8. ↑ Regulation (EC) No. 1451/2007
  9. ↑ K. Schneider, J. Oltmanns, St. Gartiser: Workplace exposure when using biocidal products - Part 3. Exposure scenarios and occupational safety measures when using molluscicides, insecticides, repellants and attractants . P. 23 and 59, Federal Institute for Occupational Safety and Health, Dortmund 2008, ISBN 978-3-88261-084-0 .