Furilazole

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Structural formula
Structural formula of (±) -Furilazole
1: 1 mixture of ( S ) -form (top)
and ( R ) -form (bottom)
General
Surname Furilazole
other names
  • ( RS ) -3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyl-1,3-oxazolidine
  • (±) -3- (dichloroacetyl) -5- (2-furanyl) -2,2-dimethyloxazolidine
Molecular formula C 11 H 13 Cl 2 NO 3
Brief description

light yellow powder

External identifiers / databases
CAS number 121776-33-8
EC number 601-807-6
ECHA InfoCard 100.129.424
PubChem 86187
ChemSpider 77743
Wikidata Q1385138
properties
Molar mass 278.13 g mol −1
Physical state

firmly

Melting point

96.6-97.6 ° C

solubility

poorly soluble in water (0.197 g l −1 at 20 ° C)

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302
P: no P-phrases
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Furilazole is a plant protection agents from the group of 1,3-oxazolidines .

Extraction and presentation

Furilazole can be obtained by a multi-stage reaction of 2-furaldehyde with cyanotrimethylsilane , lithium aluminum hydride , acetone and dichloroacetyl chloride.

Furilazole synthesis.svg

properties

Furilazole is a yellowish solid that is poorly soluble in water.

use

Furilazole is used as a herbicide safener . It was developed by Monsanto in the 1990s and marketed as an additive for halosulfuron-methyl from 1995 .

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

Individual evidence

  1. a b c d e f g h i data sheet Furilazole from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).
  2. Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1401-8 , pp. 490 ( limited preview in Google Book search).
  3. Wolfgang Krämer, Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds . John Wiley & Sons, 2012, ISBN 978-3-527-32965-6 , pp. 378 ( 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 ; accessed on March 12, 2016.