Mepronil

from Wikipedia, the free encyclopedia
Structural formula
Mepronil structural formula
General
Surname Mepronil
other names
  • 3'-isopropoxy-2-methylbenzanilide
  • 3'-isopropoxy- o -toluanilide
  • Basitac
Molecular formula C 17 H 19 NO 2
Brief description

colorless crystals

External identifiers / databases
CAS number 55814-41-0
EC number 611-317-4
ECHA InfoCard 100.120.633
PubChem 41632
ChemSpider 37994
Wikidata Q19296228
properties
Molar mass 269.34 g mol −1
Physical state

firmly

density

1.11 g cm −3

Melting point

91.4 ° C

solubility

practically insoluble in water (12.7 mg l −1 at 20 ° C)

safety instructions
GHS labeling of hazardous substances
09 - Dangerous for the environment
H and P phrases H: 411
P: 273-391-501
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Mepronil is a chemical compound from the group of benzanilides . The compound was introduced by Kumiai Chemical Industry as a fungicide .

Extraction and presentation

Mepronil can be prepared by reaction of 2-methylbenzyl chloride and m -Isopropoxyanilin ( m -aminophenol + isopropyl ) are obtained.

use

Mepronil is used against rice blight , Sclerotium rolfsii , plum rust , Rhizoctonia solani and other harmful fungi.

Mepronil is one of the succinate dehydrogenase inhibitors and has never achieved great market importance.

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 Mepronil in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on December 15, 2014.
  2. a b Safety data sheet according to 1907/2006 / EC, Article 31. (PDF) In: LGC Standards GmbH. January 4, 2018, accessed on July 17, 2020 .
  3. Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 33 ( limited preview in Google Book search).
  4. Crop Protection Handbook 2014 . 100th edition. MeisterPro, Willoughby, Ohio 2014, pp. 401 .
  5. CQ Zhang, YH Liu, XY Ma, Z. Feng, ZH Ma: Characterization of sensitivity of Rhizoctonia solani , causing rice sheath blight, to mepronil and boscalid . In: Crop Protection . tape 28 , no. 5 , May 2009, p. 381-386 , doi : 10.1016 / j.cropro.2008.12.004 ( PDF ).
  6. ^ Clemens Lamberth, Jürgen Dinges: Bioactive heterocyclic compound classes: Agrochemicals . Wiley-VCH, Weinheim 2012, ISBN 978-3-527-66441-2 , p. 175.
  7. Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.