Cursed chlorine

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Structural formula
Structural formula of Fluchloralin
General
Surname Cursed chlorine
other names
  • N - (2-chloroethyl) -2,6-dinitro- N -propyl-4- (trifluoromethyl) aniline
  • N - (2-chloroethyl) -α, α, α-trifluoro-2,6-dinitro- N -propyl- p -toluidine
  • Basaline
Molecular formula C 12 H 13 ClF 3 N 3 O 4
External identifiers / databases
CAS number 33245-39-5
EC number 251-426-0
ECHA InfoCard 100,046,736
PubChem 36392
ChemSpider 33448
Wikidata Q15632819
properties
Molar mass 355.70 g mol −1
Physical state

firmly

Melting point

42 ° C

safety instructions
GHS labeling of hazardous substances
09 - Dangerous for the environment

Caution

H and P phrases H: 400
P: 273
Toxicological data

2940 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 .

Fluchloralin is a chemical compound from the group of dinitrotoluidines and dinitroanilines .

Extraction and presentation

Fluchloralin can be obtained by a multi-stage reaction of toluene with chlorine and hydrogen fluoride to p-chlorobenzotrifluoride , then further with nitric acid to 3,5-dinitro-4-chlorobenzotrifluoride and with propylchloroethylamine to the end product.

Synthesis of Fluchloralin

use

Fluchloralin was used as a herbicide . The effect is based on the inhibition of the formation of microtubules . The active ingredient Fluchloralin is not on the list of active ingredients of plant protection products permitted in the EU. In Germany, Austria and Switzerland, no pesticides containing fluchloralin are permitted.

Individual evidence

  1. ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-258.
  2. ↑ a b c data sheet Fluchloralin, PESTANAL at Sigma-Aldrich , accessed on January 4, 2020 ( PDF ).
  3. ↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 866 ( limited preview in Google Book search).
  4. ^ Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 19, 2016.