Phenmedipham

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Structural formula
Structure of Phenmedipham
General
Surname Phenmedipham
other names

Methyl 3- (3-methylcarbaniloyloxy) carbanilate

Molecular formula C 16 H 16 N 2 O 4
Brief description

odorless, colorless, flammable solid

External identifiers / databases
CAS number 13684-63-4
EC number 237-199-0
ECHA InfoCard 100.033.803
PubChem 24744
ChemSpider 23134
Wikidata Q2085502
properties
Molar mass 300.31 g · mol -1
Physical state

firmly

density

0.25-0.3 g cm -3

Melting point

143-144 ° C

boiling point

Decomposition at> 200 ° C

solubility
  • practically insoluble in water (4.7 mg l −1 )
  • soluble in polar organic solvents
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
09 - Dangerous for the environment

Caution

H and P phrases H: 410
P: 273-501
Toxicological data

> 8000 mg kg −1 ( LD 50 ,  rat ,  oral )

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

Phenmedipham is a chemical compound from the group of carbanilates or biscarbamates , which is used as a herbicide . It is in the form of a colorless and odorless powder.

history

Phenmedipham was approved in the USA in 1970 at the request of Schering AG . Around 100 tons are used there every year.

Extraction and presentation

Phenmedipham can be obtained from the precursor methylaniline .

use

Phenmedipham is used as a selective herbicide, which is absorbed through the leaves of the plants. It is particularly often used for tracking broad-leaved annual weeds in beets (sugar beet, fodder beet, beetroot), spinach and strawberries. It acts by acting on the electron transport during photosynthesis . It breaks down in the soil through hydrolysis and microbially quickly into methyl (3-hydroxyphenyl) carbamate (MHPC) and m -toluidine .

Phenmedipham is approved as an active ingredient in plant protection products in many EU countries, including Germany and Austria, as well as Switzerland.

See also

Web links

Individual evidence

  1. ↑ a b c d e Entry on Phenmedipham in the GESTIS substance database of the IFA , accessed on February 21, 2017(JavaScript required) .
  2. ↑ a b c d data sheet Phenmedipham at Kingtai chemicals .
  3. ↑ Entry on Phenmedipham 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 .
  4. ↑ Data phenmedipham at Sigma-Aldrich , accessed on May 14, 2017 ( PDF ).
  5. ↑ Data sheet of the US Environmental Protection Agency (English) (PDF, 1.3 MB).
  6. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Phenmedipham in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.