Dodin

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Structural formula
Structural formula of Dodine
Nonionic presentation of the structural formula of the acetic acid salt
General
Surname Dodin
other names
  • (Dodecylguanidine) acetate
  • Cyprex
  • Lauryl guanidine acetate
  • Bilobran
  • Melprex
  • Questuran
  • Carpene
  • Dodecylguanidine monoacetate
Molecular formula C 15 H 33 N 3 O 2
Brief description

colorless solid

External identifiers / databases
CAS number 2439-10-3
EC number 219-459-5
ECHA InfoCard 100.017.690
PubChem 17110
Wikidata Q424835
properties
Molar mass 287.45 g mol −1
Physical state

firmly

Melting point

136 ° C

solubility
  • almost insoluble in water
  • soluble in alcohols and acids
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: 302-315-319-410
P: 273-301 + 312 + 330-302 + 352-305 + 351 + 338
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dodine is a chemical compound from the group of guanidine salts .

Extraction and presentation

Dodine can be obtained by reacting dodecylamine hydrochloride with cyanamide and further reacting the intermediate product formed with sodium acetate . It is also possible to obtain it by reacting dodecyl chloride with sodium cyanide and ammonia .

properties

Dodine is a colorless solid that is insoluble in water. It decomposes when heated before it reaches the boiling point.

use

Dodin is a fungicide brought onto the market in 1957 , which also has a low curative effect. For example, it is used in apple cultivation against apple scab ( Venturia inaequalis ).

Admission

After it had not been approved for a few decades, the now patent-free active ingredient was approved again by the Agriphar company in 2007 .

In Germany, Austria and Switzerland there are approved plant protection products (e.g. syllite) that contain dodine.

In Switzerland, spinach has a relatively high maximum residue level of 8 milligrams of dodine per kilogram.

Individual evidence

  1. a b c d e Entry on Dodin in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
  2. a b Joint Meeting on Pesticide Residues (JMPR), Monograph for Dodine , accessed December 9, 2014.
  3. a b Dodin data sheet at Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).
  4. Entry on Dodine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  5. Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 ( page 892 in the Google book search).
  6. Entry on Dodine in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on August 1, 2013.
  7. Horst Börner et al .: Plant diseases and plant protection . Springer-Verlag , Berlin, Heidelberg 2009, ISBN 978-3-540-49067-8 ( limited preview in the Google book search).
  8. NZPPS pesticide resistance management strategy. Retrieved March 19, 2019 .
  9. Corporate Magazine Agriphar Group ( Memento of February 4, 2015 in the Internet Archive ) June 2012.
  10. ^ Directorate-General for Health and Food Safety of the European Commission: Entry on Dodine in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.
  11. Ordinance of the EDI on the maximum levels for pesticide residues in or on products of plant and animal origin. In: admin.ch . Retrieved February 6, 2020 .