Diphacinone

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Structural formula
Structural formula of diphacinone
General
Surname Diphacinone
other names
  • 2- (Diphenylacetyl) indan-1,3-dione
  • Diphacin
  • Diphenadione
  • Ramik
  • Dipaxine
Molecular formula C 23 H 16 O 3
Brief description

light yellow solid

External identifiers / databases
CAS number
PubChem 6719
Wikidata Q419386
properties
Molar mass 340.38 g mol −1
Physical state

firmly

density

1.281 g cm −3

Melting point

145–147 ° C (decomposition)

solubility

practically insoluble in water (0.3 mg l −1 at 25 ° C)

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
06 - Toxic or very toxic 08 - Dangerous to health

danger

H and P phrases H: 300-310-332-372
P: ?
Toxicological data

1.5 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Diphacinon is a chemical compound from the group of 1,3-indanedione derivatives.

Extraction and presentation

Diphacinon can be obtained from dimethyl phthalate and 1,1-diphenylacetone .

1,3-indanedione can be further processed to diphacinone by reaction with 1,1-diphenylacetone .

Production of diphacinone from 1,3-indanedione

properties

Diphacinon is a yellowish solid that is practically insoluble in water but soluble in many organic solvents. It decomposes when heated before the boiling point is reached.

use

Diphacinone is a second-generation indandione derivative and is used to control rats ( rodenticide ) or for therapeutic purposes as an anticoagulant (for thrombosis prophylaxis).

In the EU countries such as Germany and Austria as well as in Switzerland, no pesticides are permitted that contain diphacinone as an active ingredient.

Individual evidence

  1. a b c d e f g Entry on diphacinon in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
  2. Entry on Diphacinone 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 .
  3. György Matolcsy, Miklós Nádasy, Viktor Andriska, Sándor Terényi: Pesticide chemistry, Volume 32 . Elsevier Science Ltd, 1989, ISBN 978-0-444-98903-1 ( page 268 in Google book search).
  4. ^ Thomas A. Unger: "Pesticide Synthesis Handbook", Verlag William Andrew, 1996. ISBN 978-0-8155-1401-5 . P. 900 ( limited preview in Google Book search).
  5. Ullmann's Agrochemicals, Volume 1 . Wiley-VCH, 2007, ISBN 978-3-527-31604-5 ( page 742 in the Google book search).
  6. Vetpharm: coumarin derivatives .
  7. General Directorate Health and Food Safety of the European Commission: Entry on Diphacinone in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved March 3, 2016.