Guazatine

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of guazatine
General
Surname Guazatine
other names
  • 1,1'-iminobis (octamethylene) diguanidine
  • Zardex W
CAS number 108173-90-6
PubChem 3526
Brief description

Solid

properties
Physical state

firmly

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
06 - Toxic or very toxic 05 - Corrosive 09 - Dangerous for the environment

danger

H and P phrases H: 330-312-302-335-315-318-410
P: 260-273-280-284-310
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Guazatin is a mixture of several chemical compounds from the group of guanidines .

Extraction and presentation

Guazatin can be obtained by reacting octamethylenediamine with 1,8-dibromooctane and S -methylisothiourea . The product is a mixture of different oligomers with different degrees of substitution:

Synthesis of guazatin

The reaction scheme is simplified, the reaction products still contain bromine substituents.

use

Guazatin is used as a fungicide and repellent for seed treatment of cereals. It was not included as an active ingredient in Annex I of Directive 91/414 / EEC and in Annex I, IA or IB of Directive 98/8 / EC.

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

Individual evidence

  1. Fungicides and resistance management in grain cultivation p. 13.
  2. a b c d e Entry on guazatin in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  3. Entry on guazatine (ISO) 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 .
  4. Data sheet Guazatine acetate salt from Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).
  5. Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1401-8 , pp. 893 ( limited preview in Google Book search).
  6. Reasoned opinion on the review of the existing maximum residue levels (MRLs) for guazatine according to Article 12 of Regulation (EC) No 396/2005. In: EFSA Journal. 11, 2013, p. 3239, doi : 10.2903 / j.efsa.2013.3239 .
  7. WR Carlile, A. Coules: Control of Crop Diseases . Cambridge University Press, 2012, ISBN 0-521-13331-9 , pp. 106 ( limited preview in Google Book search).
  8. EU: Commission Regulation (EU) No. 834/2011 of August 19, 2011 amending Annex I to Regulation (EC) No. 689/2008 of the European Parliament and of the Council on the export and import of dangerous chemicals (PDF ) .
  9. ^ Directorate-General for Health and Food Safety of the European Commission: entry on guazatine in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 22, 2016.