Tebufenocide

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Structural formula
Structural formula of tebufenozide
General
Surname Tebufenocide
other names

N '- (4-ethylbenzoyl) -3,5-dimethyl- N - (1,1-dimethylethyl) benzoyl hydrazide

Molecular formula C 22 H 28 N 2 O 2
Brief description

dirty white powder

External identifiers / databases
CAS number 112410-23-8
EC number 412-850-3
ECHA InfoCard 100.101.212
PubChem 91773
Wikidata Q7692088
properties
Molar mass 352.47 g mol −1
Physical state

firmly

density

1.03 g cm −3

Melting point

191 ° C

boiling point

decomposes above 200 ° C

solubility
  • practically insoluble in water (0.00083 g l −1 at 20 ° C)
  • slightly soluble in methanol (130 g l −1 at 20 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
09 - Dangerous for the environment
H and P phrases H: 411
P: 273
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tebufenozid is a chemical compound from the diacylhydrazine group and is used as an insecticide under the trade name Mimic . Tebufenozid acts as an agonist of the ecdysone receptor and is used to induce premature molting of immature larval stages. The effect of tebufenozide is highly selective against butterflies .

The insecticide is used against pests in fruit growing and viticulture such as codling moth , fruit peel moth and the single and crossed grape moth . The mass reproduction of the gypsy moth in oak forests is combated with tebufenozide.

Extraction and presentation

Tebufenozide can be produced by reacting tert- butylhydrazine , 4-ethylbenzoyl chloride and 3,5-dimethylbenzoyl chloride.

Admission

In 2008, the EU Commission did not include Tebufenozid in the list of permissible active substances in plant protection products because the applicant withdrew his application after receiving the draft assessment report. After another application for approval was submitted, the EU Commission approved inclusion in 2011.

Tebufenozide is contained in approved plant protection products in Germany, Austria and Switzerland.

Individual evidence

  1. ↑ a b c d e f g h Entry on tebufenozide in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on September 4, 2013.
  2. ↑ a b Tebufenozide data sheet , PESTANAL at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).
  3. ↑ Entry on N-tert-butyl-N ′ - (4-ethylbenzoyl) -3,5-dimethylbenzohydrazide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can use the harmonized classification and expand labeling .
  4. ↑ Alexander Grube: Total synthesis of new spinosyn analogues . Cuvillier, Göttingen 2007, ISBN 3-86727-439-8 , p. 35 ( limited preview in Google Book search).
  5. ↑ Franconian forests sprayed with insecticide: This pest is the reason. In: nordbayern.de . May 2, 2019, accessed May 3, 2019 .
  6. ↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 897 ( limited preview in Google Book search).
  7. ↑ Implementing Directive 2011/60 / EU of the Commission of 23 May 2011 (PDF) amending Council Directive 91/414 / EEC to include the active substance tebufenozide and amending Commission Decision 2008/934 / EC.
  8. ↑ General Directorate Health and Food Safety of the European Commission: Entry on tebufenozide in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 19, 2016.