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.[1]

Binapacryl[1]

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International trade in binapacryl is regulated by the Rotterdam Convention; it has been withdrawn as a pesticide, since products were highly toxic to mammals, fish and aquatic invertebrates.[2]