Binapacryl

Binapacryl was used as a miticide and fungicide. Chemically, it is an ester derivative of dinoseb. Although binapacryl has low toxicity itself, it is readily metabolized to form dinoseb, which is highly toxic.

Binapacryl

Names
Preferred IUPAC name 2-(Butan-2-yl)-4,6-dinitrophenyl 3-methylbut-2-enoate
Other names 2-[(2RS)-Butan-2-yl]-4,6-dinitrophenyl 3-methylbut-2-enoate (RS)-2-(Butan-2-yl)-4,6-dinitrophenyl 3-methylbut-2-enoate (RS)-2-sec-Butyl-4,6-dinitrophenyl 3-methylbut-2-enoate Dapacryl Morocide Morrocid Acricid Endosan Ambox Dinoseb methacrylate
Identifiers
CAS Number	485-31-4 N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:82153 N
ChEMBL	ChEMBL3182974
ChemSpider	9817 Y
ECHA InfoCard	100.006.921
EC Number	207-612-9
KEGG	C19022 N
PubChem CID	10234
RTECS number	GQ5600000
UNII	4X685BB13A Y
UN number	2779
CompTox Dashboard (EPA)	DTXSID9040269
InChI InChI=1S/C15H18N2O6/c1-5-10(4)12-7-11(16(19)20)8-13(17(21)22)15(12)23-14(18)6-9(2)3/h6-8,10H,5H2,1-4H3 Y Key: ZRDUSMYWDRPZRM-UHFFFAOYSA-N Y InChI=1/C15H18N2O6/c1-5-10(4)12-7-11(16(19)20)8-13(17(21)22)15(12)23-14(18)6-9(2)3/h6-8,10H,5H2,1-4H3 Key: ZRDUSMYWDRPZRM-UHFFFAOYAH
SMILES O=C(Oc1c(cc(cc1C(C)CC)[N+]([O-])=O)[N+]([O-])=O)\C=C(/C)C
Properties
Chemical formula	C15H18N2O6
Molar mass	322.317 g·mol−1
Density	1.2 g/cm3
Melting point	66 to 67 °C (151 to 153 °F; 339 to 340 K)
Solubility in water	Insoluble
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H312, H360, H410
Precautionary statements	P201, P202, P264, P270, P273, P280, P281, P301+P312, P302+P352, P308+P313, P312, P322, P330, P363, P391, P405, P501
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

International trade in binapacryl is regulated by the Rotterdam Convention; it has been withdrawn as a pesticide, since products were highly toxic to mammals, fish and aquatic invertebrates.