Carbendazim

Carbendazim is a fungicide, a member benzimidazole fungicides. It is a metabolite of benomyl.^[2]

Carbendazim^[1]

Names
Preferred IUPAC name Methyl (1H-1,3-benzimidazol-2-yl)carbamate
Other names Mercarzole Carbendazole
Identifiers
CAS Number	10605-21-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:3392 N
ChEMBL	ChEMBL70971 Y
ChemSpider	23741 Y
ECHA InfoCard	100.031.108
KEGG	C10897 Y
PubChem CID	25429
RTECS number	DD6500000
UNII	H75J14AA89 Y
CompTox Dashboard (EPA)	DTXSID4024729
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 COC(=O)Nc2nc1ccccc1[nH]2
Properties
Chemical formula	C9H9N3O2
Molar mass	191.187 g/mol
Appearance	White to 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 Disintegration = 302 -305 degree Temperature of disintegration = 1.5 - 2 hrs
Acidity (pKa)	4.48
Hazards
NIOSH (US health exposure limits):
PEL (Permissible)	Disintegration temp = 302 - 305 degree Disintegration temp = 1.5 - 2 hrs
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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

Other uses

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.^[5]

Safety, regulation, controversy

High doses of carbendazim destroy the testicles of laboratory animals.^[6][7]

Maximum pesticide residue limits (MRLs) for fresh produce in the EU are between 0.1 and 0.7 mg/kg with the exception of loquat fruits, which is set at 2 mg/kg.^[8] The limits for more commonly consumed citrus and pome fruits are between 0.1 and 0.2 mg/kg.

Use of this fungicide on macadamia plantations has proven controversial in Queensland.^[4]