Record Information
Version1.0
Creation date2010-04-08 22:10:02 UTC
Update date2018-05-29 00:56:28 UTC
Primary IDFDB012175
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDichlorvos
DescriptionIt is used as a household and public health fumigant, for crop protection and as an anthelmintic in animal feeds Dichlorvos or 2,2-dichlorovinyl dimethyl phosphate (DDVP) is a highly volatile organophosphate, widely used as a insecticide to control household pests, in public health, and protecting stored product from insects. It is effective against mushroom flies, aphids, spider mites, caterpillars, thrips, and whiteflies in greenhouse, outdoor fruit, and vegetable crops.
CAS Number62-73-7
Structure
Thumb
Synonyms
SynonymSource
2,2-Dichloroethenyl dimethyl phosphateChEBI
DDVPChEBI
Dimethyl 2,2-dichlorovinyl phosphateChEBI
Dimethyl-2,2-dichlorovinyl phosphateChEBI
Phosphoric acid, 2,2-dichloroethenyl dimethyl esterChEBI
Phosphoric acid, 2,2-dichlorovinyl dimethyl esterChEBI
AtgardKegg
2,2-Dichloroethenyl dimethyl phosphoric acidGenerator
Dimethyl 2,2-dichlorovinyl phosphoric acidGenerator
Dimethyl-2,2-dichlorovinyl phosphoric acidGenerator
Phosphate, 2,2-dichloroethenyl dimethyl esterGenerator
Phosphate, 2,2-dichlorovinyl dimethyl esterGenerator
2,2-Dichloroethenol dimethyl phosphateHMDB
2,2-Dichloroethenyl phosphoric acid dimethyl esterHMDB
2,2-Dichlorovinyl alcohol dimethyl phosphateHMDB
2,2-Dichlorovinyl dimethyl phosphate, 8ciHMDB
2,2-Dichlorovinyl dimethyl phosphoric acid esterHMDB
2,2-Dichlorovinyl-O,O-dimethyl phosphateHMDB
2,2-Dimethyldichlorovinyl phosphateHMDB
AlgardHMDB
ApavapHMDB
AquaguardHMDB
AstrobotHMDB
BenfosHMDB
BibesolHMDB
BrevinylHMDB
CanogardHMDB
CekusanHMDB
ChlorvinphosHMDB
CyanophosHMDB
CyponaHMDB
DDVP (Insecticide)HMDB
Dichloroethenyl dimethyl phosphateHMDB
DichlorophosHMDB
DiclorvosHMDB
Dimethyl 2,2-dichloroethenyl phosphateHMDB
Dimethyl dichlorovinyl phosphateHMDB
Dimethyl O,O-dichlorovinyl-2,2-phosphateHMDB
Dimethyldichlorovinyl phosphateHMDB
DivipanHMDB
DuravosHMDB
EquigandHMDB
EquigardHMDB
EquigelHMDB
EquiguardHMDB
Ethenol, 2,2-dichloro-, dimethyl phosphateHMDB
FecamaHMDB
HerkalHMDB
HerkolHMDB
Insectigas DHMDB
KrecalvinHMDB
LindanHMDB
LindanmafuHMDB
NerkolHMDB
NogosHMDB
NovotoxHMDB
NSC 6738HMDB
NuvanHMDB
O,O-Dimethyl 2,2-dichlorovinyl phosphateHMDB
O,O-Dimethyl dichlorovinyl phosphateHMDB
O-(2,2-Dichloroethenyl) O,O-dimethyl phosphate, 9ciHMDB
O-(2,2-Dichlorvinyl)-O,O-dimethylphosphateHMDB
PanaplateHMDB
Phosphoric acid 2,2-dichloroethenyl dimethyl esterHMDB
Phosphoric acid 2,2-dichlorovinyl dimethyl esterHMDB
PhosvitHMDB
TetravosHMDB
TopanolHMDB
UnifosHMDB
UnitoxHMDB
VaponaHMDB
VerdicanHMDB
VerdiporHMDB
VerdisolHMDB
Phosphoric acid 2,2 dichloroethenyl dimethyl esterHMDB
DichlofosHMDB
2,2-Dichloroethenol dimethyl ateHMDB
2,2-Dichloroethenyl dimethyl ateChEBI
2,2-Dichloroethenyl dimethyl ic acidGenerator
2,2-Dichloroethenyl oric acid dimethyl esterHMDB
2,2-Dichlorovinyl alcohol dimethyl ateHMDB
2,2-Dichlorovinyl dimethyl ate, 8ciHMDB
2,2-Dichlorovinyl dimethyl oric acid esterHMDB
2,2-Dichlorovinyl dimethyl phosphate, 8CIdb_source
2,2-Dichlorovinyl-O,O-dimethyl ateHMDB
2,2-Dimethyldichlorovinyl ateHMDB
Atgard (TN)biospider
DDVP (insecticide)biospider
Dichloroethenyl dimethyl ateHMDB
Dimethyl 2,2-dichloroethenyl ateHMDB
Dimethyl 2,2-dichlorovinyl ateChEBI
Dimethyl 2,2-dichlorovinyl ic acidGenerator
Dimethyl dichlorovinyl ateHMDB
Dimethyl O,O-dichlorovinyl-2,2-ateHMDB
Dimethyl-2,2-dichlorovinyl ateChEBI
Dimethyl-2,2-dichlorovinyl ic acidGenerator
Dimethyldichlorovinyl ateHMDB
Ethenol, 2,2-dichloro-, dimethyl ateHMDB
O-(2,2-Dichloroethenyl) O,O-dimethyl ate, 9ciHMDB
O-(2,2-Dichloroethenyl) O,O-dimethyl phosphate, 9CIdb_source
O-(2,2-Dichlorvinyl)-O,O-dimethylateHMDB
O,O-Dimethyl 2,2-dichlorovinyl ateHMDB
O,O-Dimethyl dichlorovinyl ateHMDB
O,O-dimethyl dichlorovinyl phosphatebiospider
Orate, 2,2-dichloroethenyl dimethyl esterGenerator
Orate, 2,2-dichlorovinyl dimethyl esterGenerator
Oric acid 2,2-dichloroethenyl dimethyl esterHMDB
Oric acid 2,2-dichlorovinyl dimethyl esterHMDB
oric acid, 2,2-Dichloroethenyl dimethyl esterChEBI
oric acid, 2,2-Dichlorovinyl dimethyl esterChEBI
Predicted Properties
PropertyValueSource
Water Solubility9.77 g/LALOGPS
logP1.27ALOGPS
logP1.37ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)-9.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity52.19 m³·mol⁻¹ChemAxon
Polarizability16.82 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H7Cl2O4P
IUPAC name2,2-dichloroethenyl dimethyl phosphate
InChI IdentifierInChI=1S/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3
InChI KeyOEBRKCOSUFCWJD-UHFFFAOYSA-N
Isomeric SMILESCOP(=O)(OC)OC=C(Cl)Cl
Average Molecular Weight220.976
Monoisotopic Molecular Weight219.945900638
Classification
Description Belongs to the class of organic compounds known as dialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly two alkyl chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentDialkyl phosphates
Alternative Parents
Substituents
  • Dialkyl phosphate
  • Chloroalkene
  • Haloalkene
  • Vinyl halide
  • Vinyl chloride
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Environmental role:

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 21.74%; H 3.19%; Cl 32.09%; O 28.96%; P 14.02%DFC
Melting Point-60 oC
Boiling PointBp3 88°DFC
Experimental Water Solubility8 mg/mL at 20 oCUSDA PESTICIDE PROPERTIES DATABASE
Experimental logP1.43HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd254 1.42DFC
Refractive Indexn20D 1.4550DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-7900000000-0efae19e253ed849b729Spectrum
GC-MSDichlorvos, non-derivatized, GC-MS Spectrumsplash10-0a4i-1900000000-09877a8cb478a3cc6839Spectrum
GC-MSDichlorvos, non-derivatized, GC-MS Spectrumsplash10-0a4i-1900000000-09877a8cb478a3cc6839Spectrum
Predicted GC-MSDichlorvos, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-7950000000-d8cdc825bf993c643600Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-0900000000-f98de9faf1be0bb7aa83Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-0900000000-93c62701332435cee993Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-0900000000-f922e6ba3c6c6b90775aSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-1900000000-40a51b0033ce31d71432Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-1900000000-9ef61f0d99a23257c13dSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-3900000000-c65f2474371722a3bcc8Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00fr-0690000000-26446ccc45ba04ecd6a2Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-0930000000-5337a3d357153a9b46f2Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-0900000000-65501644b18b2b26ba71Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-2900000000-051c8cc88647cdf4959eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-4900000000-dccb667225335d52f6d1Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-6900000000-8c14f2901d28ffb6e55aSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-004i-0900000000-cc2455ee44a59b12a9f4Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-004i-2900000000-c792ae223d6916b397d8Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0a4l-0900000000-ca0ee2a0d7d29061a4c4Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-052f-0900000000-347f95538a81149f9317Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-004i-0930000000-62f725b3cb5b2d33fd64Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-e298d1b1b9fbe49cdf07Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0290000000-d903963507fb14645616Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01q9-7920000000-49744b7423eca8f5c83dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0390000000-739bd76ae4f970ffb5ddSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-1970000000-20c951792dc55918ff70Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fai-4900000000-f04c27c6490895d5cc16Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID2931
ChEMBL IDCHEMBL167911
KEGG Compound IDC14430
Pubchem Compound ID3039
Pubchem Substance IDNot Available
ChEBI ID34690
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33956
CRC / DFC (Dictionary of Food Compounds) IDHDX91-E:HDX91-E
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDDichlorvos
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference