binapacryl

{{Chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 477372684

| Reference = [http://www.inchem.org/documents/icsc/icsc/eics0835.htm Datasheet] from International Programme on Chemical Safety

| ImageFile =Binapacryl.png

| ImageSize =180px

| PIN = 2-(Butan-2-yl)-4,6-dinitrophenyl 3-methylbut-2-enoate

| OtherNames =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

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|changed|??}}

| CASNo =485-31-4

| PubChem =10234

| KEGG_Ref = {{keggcite|changed|kegg}}

| KEGG = C19022

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 4X685BB13A

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 9817

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 82153

| ChEMBL = 3182974

| EC_number = 207-612-9

| RTECS = GQ5600000

| UNNumber = 2779

| SMILES = O=C(Oc1c(cc(cc1C(C)CC)[N+]([O-])=O)[N+]([O-])=O)\C=C(/C)C

| 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

| InChIKey = ZRDUSMYWDRPZRM-UHFFFAOYAH

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 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

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = ZRDUSMYWDRPZRM-UHFFFAOYSA-N

}}

|Section2={{Chembox Properties

| C=15 | H=18 | N=2 | O=6

| Appearance =

| Density =1.2 g/cm3

| MeltingPtC = 66 to 67

| MeltingPt_notes =

| BoilingPt =

| Solubility =Insoluble

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

| GHSPictograms = {{GHS07}}{{GHS08}}{{GHS09}}

| GHSSignalWord = Danger

| HPhrases = {{H-phrases|302|312|360|410}}

| PPhrases = {{P-phrases|201|202|264|270|273|280|281|301+312|302+352|308+313|312|322|330|363|391|405|501}}

}}

}}

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.

International trade in binapacryl is regulated by the Rotterdam Convention; it has been withdrawn as a pesticide, since products were highly toxic to mammals, fish and aquatic invertebrates.[https://sitem.herts.ac.uk/aeru/ppdb/en/Reports/79.htm Pesticide Properties DataBase: Binapacryl]

References