Benomyl

Benomyl
Names
	Preferred IUPAC name 1-(Butylcarbamoyl)-1H-1,3-benzimidazol-2-yl methylcarbamate
	Other names Benomyl
Identifiers
CAS Number	17804-35-2 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	825455
ChEBI	CHEBI:3015 ;
ChEMBL	ChEMBL327919 ;
ChemSpider	26771 ;
ECHA InfoCard	100.037.962
EC Number	241-775-7;
KEGG	C10896 ;
PubChem CID	28780;
RTECS number	DD6475000;
UNII	TLW21058F5 ;
UN number	3077 2757
CompTox Dashboard (EPA)	DTXSID5023900 ;
	InChI 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) Key: RIOXQFHNBCKOKP-UHFFFAOYSA-N ; 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;
	SMILES O=C(n1c2ccccc2nc1NC(=O)OC)NCCCC;
Properties
Chemical formula	C14H18N4O3
Molar mass	290.323 g·mol−1
Appearance	white crystalline solid
Odor	acrid
Melting point	290 °C (554 °F; 563 K) decomposes
Solubility in water	0.0004% (20 °C)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H315, H317, H335, H340, H360, H410
Precautionary statements	P203, P261, P264, P271, P272, P273, P280, P302+P352, P304+P340, P316, P317, P318, P319, P321, P332+P317, P333+P317, P362+P364, P391, P403+P233, P405, P501
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). verify (what is ?) Infobox references

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 relatively nontoxic toward mammals.^[3]

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

^ ^a ^b ^c ^d ^e ^f ^g ^h NIOSH Pocket Guide to Chemical Hazards. "#0048". National Institute for Occupational Safety and Health (NIOSH).
^ "Benomyl". pubchem.ncbi.nlm.nih.gov.
^ Franz Müller; Peter Ackermann; Paul Margot (2012). "Fungicides, Agricultural, 2. Individual Fungicides". Fungicides, Agricultural, 2. Individual Fungicides. Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.o12_o06. ISBN 978-3-527-30673-2.

[PGCH-1] ^ ^a ^b ^c ^d ^e ^f ^g ^h NIOSH Pocket Guide to Chemical Hazards. "#0048". National Institute for Occupational Safety and Health (NIOSH).

[2] "Benomyl". pubchem.ncbi.nlm.nih.gov.

[Ullmann-3] Franz Müller; Peter Ackermann; Paul Margot (2012). "Fungicides, Agricultural, 2. Individual Fungicides". Fungicides, Agricultural, 2. Individual Fungicides. Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.o12_o06. ISBN 978-3-527-30673-2.

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