Benomyl

Benomyl (also marketed as Benlate) is a fungicide introduced in 1968 by DuPont. It is a systemic benzimidazole fungicide that is selectively toxic to microorganisms and invertebrates, especially earthworms, but nontoxic toward mammals.

Benomyl
Names
Preferred IUPAC name
1-(Butylcarbamoyl)-1H-1,3-benzimidazol-2-yl methylcarbamate
Other names
Benomyl
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.037.962
KEGG
UNII
  • InChI=1S/C14H18N4O3/c1-3-4-9-15-13(19)18-11-8-6-5-7-10(11)16-12(18)17-14(20)21-2/h5-8H,3-4,9H2,1-2H3,(H,15,19)(H,16,17,20) Y
    Key: RIOXQFHNBCKOKP-UHFFFAOYSA-N Y
  • InChI=1/C14H18N4O3/c1-3-4-9-15-13(19)18-11-8-6-5-7-10(11)16-12(18)17-14(20)21-2/h5-8H,3-4,9H2,1-2H3,(H,15,19)(H,16,17,20)
    Key: RIOXQFHNBCKOKP-UHFFFAOYAA
  • O=C(n1c2ccccc2nc1NC(=O)OC)NCCCC
Properties
C14H18N4O3
Molar mass 290.323 g·mol−1
Appearance white crystalline solid
Odor acrid
Melting point 290 °C (554 °F; 563 K) decomposes
0.0004% (20 °C)
Hazards
Flash point noncombustible
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 15 mg/m3 (total) TWA 5 mg/m3 (resp)
REL (Recommended)
 none
IDLH (Immediate danger)
 N.D.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Due to the prevalence of resistance of parasitic fungi to benomyl, it and similar pesticides are of diminished effectiveness. Nonetheless, it is widely used.

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