Carbendazim

Carbendazim

Names
IUPAC name Methyl 1H-benzimidazol-2-ylcarbamate
Other names Mercarzole Carbendazole
Identifiers
CAS Number	10605-21-7 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:3392 N
ChemSpider	23741 Y
ECHA InfoCard	100.031.108
KEGG	C10897 Y
PubChem CID	25429
RTECS number	DD6500000
UNII	H75J14AA89 Y
InChI InChI=1S/C9H9N3O2/c1-14-9(13)12-8-10-6-4-2-3-5-7(6)11-8/h2-5H,1H3,(H2,10,11,12,13) Y Key: TWFZGCMQGLPBSX-UHFFFAOYSA-N Y InChI=1/C9H9N3O2/c1-14-9(13)12-8-10-6-4-2-3-5-7(6)11-8/h2-5H,1H3,(H2,10,11,12,13) Key: TWFZGCMQGLPBSX-UHFFFAOYAS
SMILES O=C(OC)Nc2nc1ccccc1n2
Properties
Chemical formula	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)
Solubility in water	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  (what is YN ?)
Infobox references

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.

The fungicide is used to control plant diseases in cereals and fruits, including citrus, bananas, strawberries, pineapples, and pomes. It is also controversially used in Queensland, Australia on macadamia plantations. 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.

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. The limits for more commonly consumed citrus and pomme fruits are between 0.1 and 0.2 mg/kg.