Chlozolinate

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Structural formula
Structural formula of chlozolinate
Structural formula of the isomer mixture without specifying the stereochemistry
General
Surname Chlozolinate
other names
  • Ethyl 3- (3,5-dichlorophenyl) -5-methyl-2,4-dioxo-5-oxazolidine carboxylate
  • Ethyl ( RS ) -3- (3,5-dichloro-phenyl) -5-methyl-2,4-dioxo-oxazolidine-5-carboxylate
  • Serinal
  • Dichlozolinate
Molecular formula C 13 H 11 Cl 2 NO 5
Brief description

colorless solid

External identifiers / databases
CAS number 84332-86-5
EC number 282-714-4
ECHA InfoCard 100.075.171
PubChem 51574
Wikidata Q15632809
properties
Molar mass 332.14 g mol −1
Physical state

firmly

density

1.44 g cm −3

Melting point

113-114 ° C

solubility

practically insoluble in water (0.032 g l −1 at 20 ° C)

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: 351-411
P: 210-261-273-301 + 310-331-501
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Chlozolinate is a chemical compound from the group of dicarboximides .

Extraction and presentation

Chlozolinate can be obtained by reaction of phosgene with 3,5-dichloroaniline and subsequent reaction with diethylmethyltartronic acid ester.

Use and approval

Chlozolinate was used as a fungicide. The effect is based on the inhibition of the MAP kinase pathway in the signal chain.

In 2000, the EU Commission decided not to include chlozolinate in the list of permitted active ingredients in pesticides.

In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

  1. ↑ a b c Entry on chlozolinate in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on September 9, 2013.
  2. ↑ a b c Ash: Handbook of Preservatives . Synapse, 2004, ISBN 1-890595-66-7 , pp. 332 ( limited preview in Google Book search).
  3. ↑ Entry on chlozolinate in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
  4. ↑ Entry on Ethyl (RS) -3- (3,5-dichlorophenyl) -5-methyl-2,4-dioxooxazolidine-5-carboxylate 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. ↑ Data sheet Chlozolinate solution, 100 ng / μL in cyclohexane, PESTANAL at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).
  6. ↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 487 ( limited preview in Google Book search).
  7. ↑ Decision of the Commission of October 13, 2000 (PDF) on the non-inclusion of chlozolinate in Annex I of Directive 91/414 / EEC and the revocation of the approvals for plant protection products with this active substance (2000/626 / EC).
  8. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Chlozolinate in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 23, 2016.