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Carbendazim

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Title: Carbendazim  
Author: World Heritage Encyclopedia
Language: English
Subject: Acetylcholinesterase inhibitor, Solanaceae, Benzimidazole fungicide, Phenomenex, Fungicides
Collection: Benzimidazoles, Carbamates, Endocrine Disruptors, Fungicides, Spermatotoxicants, Testicular Toxicants
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Carbendazim

Carbendazim[1]
Names
IUPAC name
Methyl 1H-benzimidazol-2-ylcarbamate
Other names
Mercarzole
Carbendazole
Identifiers
 Y
ChEBI  N
ChEMBL  Y
ChemSpider  Y
Jmol-3D images Image
KEGG  Y
PubChem
RTECS number DD6500000
UNII  Y
Properties
C9H9N3O2
Molar mass 191.187 g/mol
Appearance Light gray powder
Density 1.45 g/cm3
Melting point 302 to 307 °C (576 to 585 °F; 575 to 580 K) (decomposes)
8 mg/L
Acidity (pKa) 4.48
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 N  (: Y/N?)

Carbendazim is a widely used, broad-spectrum benzimidazole fungicide and a metabolite of benomyl. It is also employed as a casting worm control agent in amenity turf situations such as golf greens, tennis courts etc. and in some countries is licensed for that use only.[2]

The fungicide is used to control plant diseases in cereals and fruits, including citrus, bananas, strawberries, pineapples, and pomes.[3] It is also controversially used in Queensland, Australia on macadamia plantations.[4] A 4.7% solution of carbendazim hydrochloride, sold as Eertavas, is marketed as a treatment for Dutch elm disease.

Studies have found high doses of carbendazim cause infertility and destroy the testicles of laboratory animals.[5][6]

Maximum pesticide residue limits (MRLs) have reduced since discovering its harmful effects. The MRLs for fresh produce in the EU are now between 0.1 and 0.7 mg/kg with the exception of loquat, which is 2 mg/kg.[7] The limits for more commonly consumed citrus and pomme fruits are between 0.1 and 0.2 mg/kg.

References

  1. ^ Merck Index, 11th Edition, 1794.
  2. ^ "Getting the best worm control". 
  3. ^ Wight, Andrew (14 January 2009). "Two-headed fish mystery deepens". Stock & Land. Archived from the original on 11 January 2012. 
  4. ^ Marissa Calligeros (2009-02-02). "Fungicide maker in birth defect storm".  
  5. ^ Aire, TA (August 2005). "Short-term effects of carbendazim on the gross and microscopic features of the testes of Japanese quails (Coturnix coturnix japonica).". Anatomy and embryology 210 (1): 43–9.  
  6. ^ "Carbendazim use banned on fruit crops". ABC. 5 February 2010. 
  7. ^ "EU Pesticides Database". Retrieved 24 February 2012. 

External links

  • International Chemical Safety Card
  • Carbendazim in the Pesticide Properties DataBase (PPDB)


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