Diniconazole

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Structural formula
Structural formula of diniconazole
Simplified structural formula without complete stereochemistry
General
Surname Diniconazole
other names
  • ( E ) -β - ((dichlorophenyl) methylene) -α- (1,1-dimethyl-ethyl) -1 H -1,2,4-triazole-1-ethanol
  • ( E ) - ( RS ) -1- (2,4-dichlorophenyl) -4,4-dimethyl-2- (1 H -1,2,4-triazol-1-yl) pent-1-en-3- ol ( IUPAC )
Molecular formula C 15 H 17 Cl 2 N 3 O
Brief description

beige solid

External identifiers / databases
CAS number
  • 83657-24-3 (unspecified mixture of isomers)
  • 76714-88-0: ( E , RS ) -isomer mixture
  • 83657-18-5: ( R ) -isomer = diniconazole-M
  • 83657-19-6: ( R ) -isomer
EC number 617-485-5
ECHA InfoCard 100.108.593
PubChem 91738
ChemSpider 4944979
Wikidata Q61653395
properties
Molar mass 326.23 g mol −1
Physical state

firmly

Melting point

134-156 ° C

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
07 - Warning 09 - Dangerous for the environment

Caution

H and P phrases H: 302-410
P: 273-501
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Diniconazole is a chemical compound of chlorine from the group of conazoles . The ( R ) -isomer is called Diniconazole-M .

Extraction and presentation

Diniconazole can be obtained by reacting 3,3-dimethyl-2-butanone with bromine , 1,2,4-triazole , 2,4-dichlorobenzaldehyde and sodium borohydride or lithium aluminum hydride .

properties

Diniconazole is a beige solid.

use

Diniconazole is used as a fungicide with a protective and curative effect against various pathogens, for example in cereal, fruit, vegetable and wine growing. It was developed by Sumitomo Chemical and Chevron and launched by Sumitomo in 1983.

Individual evidence

  1. a b c d e f g h Entry on diniconazole in the GESTIS substance database of the IFA , accessed on January 26, 2015(JavaScript required) .
  2. Entry on diniconazole (ISO) in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on January 5, 2020. Manufacturers or distributors can expand the harmonized classification and labeling .
  3. External identifiers or database links for Diniconazol-M : CAS number: 83657-18-5, EC number: 617-482-9, ECHA InfoCard: 100.113.138 , PubChem : 6440728 , ChemSpider : 4944979 , Wikidata : Q27157326 .
  4. Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 978-0-8155-1853-2 , pp. 692 ( limited preview in Google Book search).
  5. Jürgen Falbe, Manfred Regitz: Römpp Lexikon Chemie, 10th edition, 1996-1999: Volume 2: Cm - G . Georg Thieme Verlag, 2014, ISBN 3-13-199971-3 , p. 993 ( limited preview in Google Book search).
  6. Richard P. Oliver, H. Geoff Hewitt: Fungicides in Crop Protection, 2nd Edition . CABI, 2014, ISBN 978-1-78064-166-9 , pp. 53 ( limited preview in Google Book search).