Fenoxycarb

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of fenoxycarb
General
Surname Fenoxycarb
other names
  • Ethyl [2- (4-phenoxyphenoxy) ethyl] carbamate ( IUPAC )
  • Insegar
Molecular formula C 17 H 19 NO 4
Brief description

white crystalline powder

External identifiers / databases
CAS number
  • 79127-80-3
  • 72490-01-8
EC number 276-696-7
ECHA InfoCard 100.069.702
PubChem 51605
ChemSpider 46739
Wikidata Q415472
properties
Molar mass 301.34 g mol −1
Physical state

firmly

density

1.23 g cm −3

Melting point

53-54 ° C

solubility

heavy in water (7.9 mg l −1 )

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
08 - Dangerous to health 09 - Dangerous for the environment

Caution

H and P phrases H: 351-410
P: 273-391-501
Toxicological data

16,800 mg kg −1 ( LD 50 ,  rat ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Fenoxycarb is a chemical compound from the group of carbamates . The compound is a broadly effective insecticide from the class of development inhibitors, which was developed by Maag (later Novartis ) and introduced in 1985. As an analogue of the juvenile hormone of insects , it inhibits metamorphosis to the adult stage ( imago ) and disrupts the molting of the larvae in the early stage.

Extraction and presentation

Fenoxycarb can be obtained by reacting p -phenoxyphenol ( p -chlorophenol + sodium phenolate ) and 2- (chloroethyl) -carbamic acid ethyl ester ( 2-chloroethylamine + chloroformic acid ethyl ester ).

use

Fenoxycarb is against the summer fruit , the codling moth , the plum fruit , leaf miners and the grape used.

Admission

Fenoxycarb is approved in some EU countries, but not in Germany and Austria. In Switzerland it is approved for use in greenhouses. The approval in Germany has expired; the end of it was June 30, 2015.

toxicology

Fenoxycarb is only of low toxicity to mammals and is classified as harmless by the WHO, but is toxic to fish and invertebrates . The half-life in the ground is 84 days, in the absence of air it extends to 136 days.

Individual evidence

  1. ↑ a b Entry on fenoxycarb. In: Römpp Online . Georg Thieme Verlag, accessed on June 20, 2014.
  2. ↑ a b c d Entry on ethyl (2- (4-phenoxyphenoxy) ethyl) carbamate in the GESTIS substance database of the IFA , accessed on August 27, 2016(JavaScript required) .
  3. ↑ a b Fenoxycarb data sheet from Sigma-Aldrich , accessed on May 14, 2017 ( PDF ).
  4. ↑ Entry on Ethyl [2- (4-phenoxyphenoxy) ethyl] carbamate Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  5. ↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 82 ( limited preview in Google Book search).
  6. ↑ a b Insegar product information
  7. ^ Directorate-General for Health and Food Safety of the European Commission: Entry on fenoxycarb in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.
  8. ^ Pesticideinfo.org: Fenoxycarb .