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Substance Name: Dicrotophos [BSI:ISO]
RN: 141-66-2
UNII: B541I65WBL
InChIKey: VEENJGZXVHKXNB-VOTSOKGWSA-N

Molecular Formula

  • C8-H16-N-O5-P

Molecular Weight

  • 237.1904
 

Classification Codes

Classification Codes

  • Acaricide
  • Agricultural Chemical
  • Avicide
  • Insecticide
  • Mutation Data

Superlist Classification Codes

  • Threshold Planning Quantity (TPQ) = 100 lb
  • TWA (0.05 mg/m3, vapor and aerosol, inhalable fraction); Skin; Not classifiable as a human carcinogen; BEI

Names and Synonyms

Results Name

  • Dicrotophos [BSI:ISO]

Name of Substance

  • Dicrotophos
  • Dicrotophos [BSI:ISO]

Synonyms

  • (E)-2-Dimethylcarbamoyl-1-methylvinyl dimethyl phosphate
  • (E)-3-(Dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl phosphate (9CI)
  • (E)-Phosphoric acid, 3-(dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester
  • 2-Dimethyl cis-2-dimethyl-carbamoyl-1-methylvinyl phosphate
  • 3-(Dimethoxyphosphinyloxy)-N,N-dimethyl-cis-crotonamide
  • 3-(Dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl phosphate (E)-isomer
  • 3-Dimethoxyphosphinoyloxy-N,N-dimethylisocrotonamide
  • 3-Dimethoxyphosphinyloxy-N,N-dimethylisocrotonamide
  • 3-Hydroxy-N,N-dimethyl-cis-crotonamide dimethyl phosphate
  • 3-Hydroxydimethyl crotonamide dimethyl phosphate
  • AI3-24482
  • Bidrin
  • BRN 1880084
  • C 709
  • Carbicron
  • Carbomicron
  • Caswell No. 376
  • Ciba 709
  • cis-2-Dimethylcarbamoyl-1-methylvinyl dimethylphosphate
  • Crotonamide, 3-hydroxy-N-N-dimethyl-, dimethyl phosphate, (E)-
  • Crotonamide, 3-hydroxy-N-N-dimethyl-, dimethyl phosphate, cis-
  • Diapadrin
  • Dicrotofos
  • Dicrotofos [Dutch]
  • Dicrotophos
  • Dimethyl (E)-2-dimethyl-carbamoyl-1-methylvinyl phosphate
  • Dimethyl 1-dimethylcarbamoyl-1-propen-2-yl phosphate
  • Dimethyl 2-dimethylcarbamoyl-1-methyl-vinyl phosphate
  • Dimethyl ester with (E)-3-hydroxy-N,N-dimethylcrotonamide phosphoric acid
  • Dimethyl phosphate ester with (E)-3-hydroxy-N,N-dimethylcrotonamide (8CI)
  • Dimethyl phosphate ester with 3-hydroxy-N,N-dimethyl-cis-crotonamide
  • Dimethyl phosphate of 3-hydroxy-N,N-dimethyl-cis-crotonamide
  • EINECS 205-494-3
  • Ektafos
  • ENT 24,482
  • EPA Pesticide Chemical Code 035201
  • HSDB 1637
  • Karbicron
  • O,O-Dimethyl O-(N,N-dimethylcarbamoyl-1-methylvinyl) phosphate
  • O,O-Dimethyl-O-(1,4-dimethyl-3-oxo-4-aza-pent-1-enyl)fosfaat
  • O,O-Dimethyl-O-(1,4-dimethyl-3-oxo-4-aza-pent-1-enyl)fosfaat [Dutch]
  • O,O-Dimethyl-O-(1,4-dimethyl-3-oxo-4-aza-pent-1-enyl)phosphate
  • O,O-Dimethyl-O-(1-methyl-2-N,N-dimethyl-carbamoyl)-vinyl-phosphat
  • O,O-Dimethyl-O-(1-methyl-2-N,N-dimethyl-carbamoyl)-vinyl-phosphat [German]
  • O,O-Dimethyl-O-(2-dimethyl-carbamoyl-1-methyl-vinyl)phosphat
  • O,O-Dimethyl-O-(2-dimethyl-carbamoyl-1-methyl-vinyl)phosphat [German]
  • O,O-Dimetil-O-(1,4-dimetil-3-oxo-4-aza-pent-1-enil)-fosfato
  • O,O-Dimetil-O-(1,4-dimetil-3-oxo-4-aza-pent-1-enil)-fosfato [Italian]
  • Oleobidrin
  • OMS 253
  • Phosphate de dimethyle et de 2-dimethylcarbamoyl 1-methyl vinyle
  • Phosphate de dimethyle et de 2-dimethylcarbamoyl 1-methyl vinyle [French]
  • Phosphoric acid, dimethyl ester, ester with (E)-3-hydroxy-N,N-dimethylcrotonamide
  • SD 3562
  • Shell SD-3562
  • UNII-B541I65WBL

Systematic Names

  • (E)-3-(Dimethylamino)-1-methyl-3-oxoprop-1-enyl dimethyl phosphate
  • Phosphoric acid, (1E)-3-(dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester
  • Phosphoric acid, 3-(dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester, (E)-
  • Phosphoric acid, dimethyl 1-methyl-N,N-(dimethylamino)-3-oxo-1-propenyl ester, (E)- (9CI)

Superlist Names

  • Dicrotophos
  • Phosphoric acid, 3-(dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester, (E)-

Registry Numbers

CAS Registry Number

  • 141-66-2

FDA UNII

  • B541I65WBL

System Generated Number

  • 0000141662

Structure Descriptors

InChI

1S/C8H16NO5P/c1-7(6-8(10)9(2)3)14-15(11,12-4)13-5/h6H,1-5H3/b7-6+

InChIKey

VEENJGZXVHKXNB-VOTSOKGWSA-N

Smiles

C/C(=C\C(=O)N(C)C)/OP(=O)(OC)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 1mg/kg (1mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
bird - wild LD50 skin 1300ug/kg (1.3mg/kg)   Toxicology and Applied Pharmacology. Vol. 26, Pg. 154, 1973.
chicken LD50 oral 7970ug/kg (7.97mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 7, Pg. 606, 1965.
duck LD50 oral 4140ug/kg (4.14mg/kg)   Toxicology and Applied Pharmacology. Vol. 22, Pg. 556, 1972.
mouse LD50 intraperitoneal 9500ug/kg (9.5mg/kg)   Toxicology and Applied Pharmacology. Vol. 16, Pg. 446, 1970.
mouse LD50 intravenous 9900ug/kg (9.9mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 19, Pg. 612, 1967.
mouse LD50 oral 11mg/kg (11mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 196, 1973.
mouse LD50 subcutaneous 11500ug/kg (11.5mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 19, Pg. 612, 1967.
pigeon LD50 oral 2mg/kg (2mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
quail LD50 oral 4mg/kg (4mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
rabbit LD50 skin 168mg/kg (168mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 196, 1973.
rat LC50 inhalation 90mg/m3/4H (90mg/m3)   Proceedings of the European Society for the Study of Drug Toxicity. Vol. 15, Pg. 239, 1974.
rat LD50 oral 13mg/kg (13mg/kg)   Agricultural Research Service, USDA Information Memorandum. Vol. 20, Pg. 6, 1966.
rat LD50 skin 42mg/kg (42mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.
rat LD50 subcutaneous 8137ug/kg (8.137mg/kg)   British Journal of Pharmacology. Vol. 40, Pg. 124, 1970.
rat LD50 unreported 22mg/kg (22mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 314, 1971.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point < 25 deg C   EXP
log P (octanol-water) -0.49 (none)   EXP
Water Solubility 1.00E+06 mg/L 25 EXP
Vapor Pressure 1.60E-04 mm Hg 25 EXP
Henry's Law Constant 5.03E-11 atm-m3/mole 25 EXP
Atmospheric OH Rate Constant 5.22E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.