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Wikipedia

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
  • 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
  • 10234
RTECS number
  • GQ5600000
UNII
  • 4X685BB13A Y
UN number 2779
  • DTXSID9040269
  • 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
  • O=C(Oc1c(cc(cc1C(C)CC)[N+]([O-])=O)[N+]([O-])=O)\C=C(/C)C
Properties
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)
Insoluble
Hazards
GHS labelling:
Danger
H302, H312, H360, H410
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 ?)

International trade in binapacryl is regulated by the Rotterdam Convention; it has been withdrawn as a pesticide, since products were highly toxic to mammals, fish and aquatic invertebrates.[2]

References edit

  1. ^ a b Datasheet from International Programme on Chemical Safety
  2. ^ Pesticide Properties DataBase: Binapacryl

binapacryl, used, miticide, fungicide, chemically, ester, derivative, dinoseb, although, binapacryl, toxicity, itself, readily, metabolized, form, dinoseb, which, highly, toxic, namespreferred, iupac, name, butan, dinitrophenyl, methylbut, enoateother, names, . 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 NamesPreferred IUPAC name 2 Butan 2 yl 4 6 dinitrophenyl 3 methylbut 2 enoateOther 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 enoateDapacrylMorocideMorrocidAcricidEndosanAmboxDinoseb methacrylateIdentifiersCAS Number 485 31 4 N3D model JSmol Interactive imageChEBI CHEBI 82153 NChEMBL ChEMBL3182974ChemSpider 9817 YECHA InfoCard 100 006 921EC Number 207 612 9KEGG C19022 NPubChem CID 10234RTECS number GQ5600000UNII 4X685BB13A YUN number 2779CompTox Dashboard EPA DTXSID9040269InChI 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 YKey ZRDUSMYWDRPZRM UHFFFAOYSA N YInChI 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 4H3Key ZRDUSMYWDRPZRM UHFFFAOYAHSMILES O C Oc1c cc cc1C C CC N O O N O O C C C CPropertiesChemical formula C 15H 18N 2O 6Molar mass 322 317 g mol 1Density 1 2 g cm3Melting point 66 to 67 C 151 to 153 F 339 to 340 K Solubility in water InsolubleHazardsGHS labelling PictogramsSignal word DangerHazard statements H302 H312 H360 H410Precautionary statements P201 P202 P264 P270 P273 P280 P281 P301 P312 P302 P352 P308 P313 P312 P322 P330 P363 P391 P405 P501Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N 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 References edit a b Datasheet from International Programme on Chemical Safety Pesticide Properties DataBase Binapacryl Retrieved from https en wikipedia org w index php title Binapacryl amp oldid 1194225665, wikipedia, wiki, book, books, library,

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