Imibenconazole

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Structural formula
Structural formula of imibenconazole
( Z ) isomer
General
Surname Imibenconazole
other names
  • 4-chlorobenzyl N - (2,4-dichlorophenyl) -1 H -1,2,4-triazole-1-acetimidothioate
  • (4-chlorobenzyl) N - (2,4-dichlorophenyl) -2- (1 H -1,2,4-triazol-1-yl) ethanimidothioate
Molecular formula C 17 H 13 Cl 3 N 4 S
Brief description

white crystals

External identifiers / databases
CAS number 86598-92-7
EC number 617-888-6
ECHA InfoCard 100.122.260
PubChem 93483
Wikidata Q18625913
properties
Molar mass 411.74 g mol −1
Physical state

firmly

Melting point

89.5-90 ° C

solubility
  • practically insoluble in water (1.7 mg l −1 at 20 ° C)
  • (very) easily soluble in acetone and xylene
safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 07 - Warning

danger

H and P phrases H: 225-302-312-319-332
P: 210-280-305 + 351 + 338
Toxicological data

2800 mg kg −1 ( LD 50ratoral )

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

Imibenconazole is a mixture of two cis , trans isomeric chemical compounds from the group of triazoles and a fungicide introduced by Hokko Chemical Industry in the late 1980s .

Extraction and presentation

Imibenconazole can be prepared starting from 1,2-dichloroethane- N -2,4-dichlorophenylimide, 1,2,4-triazole and 4-chlorobenzyl mercaptan .

use

Imibenconazole is a systemic fungicide that has both protective and curative effects. The active ingredient is one of the azole fungicides , which inhibit C14 demethylase in sterol biosynthesis.

Imibenconazole is used to combat anthracnose , scab and rust fungi in pome fruit and citrus cultivation.

Admission

No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

Individual evidence

  1. a b c d Entry on imibenconazole. In: Römpp Online . Georg Thieme Verlag, accessed on November 9, 2014.
  2. a b Crop Protection Handbook 2014 . 100th edition. MeisterPro, Willoughby, Ohio 2014, pp. 358 .
  3. a b Data sheet Imibenconazole solution, 100 ng / μL in acetonitrile from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).
  4. Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 708 ( limited preview in Google Book search).
  5. General Directorate Health and Food Safety of the European Commission: Entry on Imibenconazole in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.