Diphenamide

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Structural formula
Structural formula of diphenamide
General
Surname Diphenamide
other names
  • N , N -dimethyl-2,2-diphenylacetamide
  • Dymid
  • Enide
Molecular formula C 16 H 17 NO
Brief description

odorless white crystals or powder

External identifiers / databases
CAS number 957-51-7
EC number 213-482-4
ECHA InfoCard 100.012.257
PubChem 13728
Wikidata Q2111674
properties
Molar mass 239.31 g mol −1
Physical state

firmly

density

1.17 g cm −3 (23.3 ° C)

Melting point

134.5-135.5 ° C

solubility

very heavy in water (0.26 g l −1 at 27 ° C)

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

Caution

H and P phrases H: 302-412
P: 273
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Diphenamide is a chemical compound from the group of acetamides and a herbicide . The effect is based on the inhibition of acetyl-CoA carboxylase .

Extraction and presentation

Diphenamide is obtained from benzaldehyde . This reacts with hydrogen cyanide and benzene . The nitrile group of the resulting biphenyl is hydrolyzed to the carboxylic acid. Further reactions with thionyl chloride and dimethylamine give the end product.

use

Diphenamide is used as a selective pre-emergence herbicide in a wide variety of crops.

Admission

No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

Individual evidence

  1. ↑ a b c d e f g h Entry on diphenamide in the GESTIS substance database of the IFA , accessed on February 7, 2017(JavaScript required) .
  2. ↑ Entry on diphenamide 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 .
  3. ↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 23 ( limited preview in Google Book search).
  4. ^ Gunter Zweig: Additional Principles and Methods of Analysis. Elsevier, 2013, ISBN 978-1-483-22082-6 , pp. 375–383 ( limited preview in Google book search).
  5. ↑ General Directorate Health and Food Safety of the European Commission: Entry on diphenamide (aka difenamide) in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 28, 2016.