Isoprocarb

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of isoprocarb
General
Surname Isoprocarb
other names
  • (2-isopropylphenyl) - N -methyl carbamate
  • Etrofolan
  • Mipcin
Molecular formula C 11 H 15 NO 2
Brief description

colorless crystals

External identifiers / databases
CAS number 2631-40-5
EC number 220-114-6
ECHA InfoCard 100.018.286
PubChem 17517
ChemSpider 16564
Wikidata Q27117880
properties
Molar mass 193.24 g mol −1
Physical state

firmly

density

0.62 g cm −3

Melting point

93-96  ° C

boiling point

128-129 ° C

solubility

easily in water (265 g l −1 at 20 ° C)

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: 302-410
P: 273-501
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Isoprocarb is a synthetic insecticide from the active ingredient group of carbamates . It was introduced by Bayer in 1970 .

Extraction and presentation

Isoprocarb can be obtained by reacting 2-isopropylphenol with phosgene and methylamine .

Course of synthesis of Isoprocarb

Mode of action

Isoprocarb works in the same way as all carbamate insecticides. It inhibits the enzyme acetylcholine esterase in the synapses of the nervous system . This causes the nerves to stop transmitting stimuli, which can lead to paralysis and even respiratory failure and ultimately death.

Areas of application

Isoprocarb can be used against a wide range of insects. For example, it is used in fruit and vegetable cultivation against aphids and bugs , cicadas , beetles and psyllids .

toxicology

Isoprocarb is classified as a Class II toxin (moderately dangerous) by the World Health Organization . Isoprocarb poisoning can cause symptoms such as muscle weakness, dizziness, fatigue, nausea and headache, as well as disorders of the central nervous system. In studies with chickens could be found that Isoprocarb adverse changes in blood counts caused and hepatotoxic is.

Isoprocarb is toxic to bees and aquatic organisms and is classified as hazardous to the environment. The compound is not very persistent in the environment with a half-life of 3 to 20 days.

Analytics

Liquid chromatographic methods can be used for reliable detection and quantification of Isoprocarb . Identification can be carried out after the chromatographic separation with a mass spectrometer .

Admission

Isoprocarb is not approved in the European Union . The maximum residue level in all foods is 0.01 mg / kg. It is approved in Cambodia , Vietnam and the Philippines .

Individual evidence

  1. a b c d e Entry on Isoprocarb. In: Römpp Online . Georg Thieme Verlag, accessed on June 19, 2018.
  2. a b c d e f g h i Entry on Isoprocarb in the GESTIS substance database of the IFA , accessed on June 19, 2018 (JavaScript required)
  3. Entry on Isoprocarb in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on June 19, 2018. Manufacturers or distributors can expand the harmonized classification and labeling .
  4. Thomas A. Unger: Pesticide synthesis handbook . Noyes Publications, 1996, ISBN 978-0-8155-1401-5 , pp. 85 ( limited preview in Google Book search).
  5. International Program on Chemical Safety., Inter-Organization Program for the Sound Management of Chemicals., World Health Organization .: WHO recommended classification of pesticides by hazard and guidelines to classification 2009. World Health Organization, Geneva 2010, ISBN 92-4154796- 0 .
  6. a b c Paranjape, Kalyani .: The pesticide encyclopedia . CABI, Wallingford, Oxfordshire UK 2014, ISBN 978-1-78064-014-3 .
  7. MF Rahman, MKJ Siddiqui, M. Mahboob, M. Mustafa: Haematological and hepatotoxic effects of isoprocarb in chicken . In: Journal of Applied Toxicology . tape 10 , no. 3 , June 1990, ISSN  0260-437X , p. 187-192 , doi : 10.1002 / jat.2550100308 .
  8. Derick Lucas: Optimizing Sample Preparation for LC / MS / MS of Pesticide Residues in Herbal Teas. (PDF) In: Agilent Technologies, Inc. December 17, 2013, accessed June 28, 2018 .
  9. General Directorate Health and Food Safety of the European Commission: Entry on Isoprocarb in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on May 19, 2018.