Chlorobenzilate

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of chlorobenzilate
General
Surname Chlorobenzilate
other names
  • Ethyl 4,4'-dichlorobenzilate
  • Akar
  • Folbex
  • Acaraben
Molecular formula C 16 H 14 Cl 2 O 3
Brief description

yellowish solid, technical product often as a brown oil

External identifiers / databases
CAS number 510-15-6
EC number 208-110-2
ECHA InfoCard 100.007.374
PubChem 10522
Wikidata Q2079440
properties
Molar mass 325.19 g mol −1
Physical state

firmly

density

1.2816 g cm −3

Melting point

36-37.5 ° C

boiling point

146–148 ° C (at 0.053 hPa )

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: 302-319-410
P: 273-301 + 312 + 330-305 + 351 + 338
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Chlorobenzilate is a chemical compound from the group of benzilic acids that is used as an acaricide .

Extraction and presentation

Chlorobenzilate can be obtained from toluene , which is chlorinated and then reacts with sodium hydroxide to form 4-chlorobenzaldehyde . This reacts with sodium cyanide and ethanol to form 4,4'-dichlorobenzoin , which reacts with nitric acid to form 4,4'-dichlorobenzil . Reaction with potassium hydroxide and ethanol or diethyl sulfate now gives the end product.

Admission

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

Individual evidence

  1. US Environmental Protection Agency: Chlorobenzilate. In: Technology Transfer Network - Air Toxics Web Site. Retrieved June 24, 2014 .
  2. a b c d e f g h Entry on chlorobenzilate in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
  3. Entry on chlorobenzilates 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. Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 378 ( limited preview in Google Book search).
  5. General Directorate Health and Food Safety of the European Commission: Entry on chlorobenzilate in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.