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Substance Name: Crotoxyfos [BAN]
RN: 7700-17-6
UNII: B05A48683J
InChIKey: XXXSILNSXNPGKG-ZHACJKMWSA-N

Classification Codes

  • Agricultural Chemical
  • Insecticide
  • Mutation Data

Molecular Formula

  • C14-H19-O6-P

Molecular Weight

  • 314.272
 
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Names and Synonyms

Name of Substance

  • Ciodrin
  • Crotoxyfos [BAN]
  • Crotoxyphos
  • Crotoxyphos [BSI:ISO]

Synonyms

  • 1-Methylbenzyl-3-(dimethoxyphosphinyloxo)isocrotonate
  • 1-Phenylethyl (E)-3-((dimethoxyphosphinyl)oxy)-2-butenoate
  • 1-Phenylethyl 3-(dimethoxyphosphinoyloxy)isocrotonate
  • 1-Phenylethyl 3-(dimethoxyphosphinyloxy)isocrotonate
  • 2-Butenoic acid, 3-((dimethoxyphosphinyl)oxy)-, 1-phenylethyl ester, (E)-
  • 3-((Dimethoxyphosphinyl)oxy)-2-butenoic acid 1-phenylethyl ester
  • 3-Hydroxycrotonic acid alpha-methylbenzyl ester dimethyl phosphate
  • A-Methyl benzyl-3-hydroxy cis crotonate dimethyl phosphate
  • alpha-Methyl benzyl-3-(dimethoxy-phosphinyloxy)-cis-crotonate
  • alpha-Methylbenzyl (E)-3-hydroxycrotonate ester with dimethyl phosphate
  • alpha-Methylbenzyl 3-hydroxy-cis-crotonate dimethyl phosphate ester
  • alpha-Methylbenzyl 3-hydroxycrotonate dimethyl phosphate
  • alpha-Methylbenzyl 3-hydroxycrotonate dimethylphosphate
  • Caswell No. 378
  • Ciodrin
  • cis-2-(1-Phenylethoxy)carbonyl-1-methylvinyl dimethylphosphate
  • Crotonic acid, 3-hydroxy-, alpha-methylbenzyl ester, dimethyl phosphate, (E)-
  • Crotoxyfos
  • Crotoxyphos
  • Cyodrin
  • Decrotox
  • Dimethyl (E)-1-methyl-2-(1-phenylethoxycarbonyl)vinyl phosphate
  • Dimethyl 2-(alpha-methylbenzyloxycarbonyl)-1-methylvinyl phosphate
  • Dimethyl phosphate of alpha-methylbenzyl 3-hydroxy-cis-crotonate
  • Dimethyl-cis-1-methyl-2-(1-phenylethoxycarbonyl)vinyl phosphate
  • Duo-Kill
  • Duravos
  • EINECS 231-720-5
  • ENT 24,717
  • EPA Pesticide Chemical Code 058801
  • HSDB 1592
  • Kemdrin
  • O,O-Dimethyl O-(1-methyl-2-(1-phenylcarbethoxy)vinyl) phosphate
  • O,O-Dimethyl O-(1-methyl-2-carboxy-alpha-phenylethyl)vinyl phosphate
  • OMS 239
  • Pantozol 1
  • SD 4294
  • Shell SD 4294
  • Simax
  • UNII-B05A48683J
  • Volfazol

Systematic Names

  • 2-Butenoic acid, 3-((dimethoxyphosphinyl)oxy)-, 1-phenylethyl ester, (2E)-
  • 2-Butenoic acid, 3-((dimethoxyphosphinyl)oxy)-, 1-phenylethyl ester, (E)- (9CI)
  • alpha-Methylbenzyl 3-(dimethoxyphosphinyloxy)isocrotonate
  • Crotonic acid, 3-hydroxy-, alpha-methylbenzyl ester, dimethyl phosphate, (E)-
  • Crotoxyphos

Superlist Names

  • Crotoxyphos
  • Dimethylphosphate ester of alpha-methylbenzyl-3-hydroxy-cis-crotonate

Registry Numbers

CAS Registry Number

  • 7700-17-6

FDA UNII

  • B05A48683J

Other Registry Numbers

  • 16825-37-9
  • 57828-44-1

System Generated Number

  • 0007700176

Structure Descriptors

InChI

1S/C14H19O6P/c1-11(20-21(16,17-3)18-4)10-14(15)19-12(2)13-8-6-5-7-9-13/h5-10,12H,1-4H3/b11-10+

InChIKey

XXXSILNSXNPGKG-ZHACJKMWSA-N

Smiles

c1([C@@H](OC(\C=C(\OP(OC)(OC)=O)C)=O)C)ccccc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 56200ug/kg (56.2mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
cat LD50 oral 802mg/kg (802mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 38(6), Pg. 30, 1973.
chicken LD50 oral 111mg/kg (111mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 7, Pg. 606, 1965.
mammal (species unspecified) LC50 inhalation 88mg/m3 (88mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(5), Pg. 72, 1990.
mammal (species unspecified) LD50 unreported 125mg/kg (125mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 313, 1971.
mouse LD50 intraperitoneal 71mg/kg (71mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 19, Pg. 612, 1967.
mouse LD50 intravenous 4500ug/kg (4.5mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 19, Pg. 612, 1967.
mouse LD50 oral 39800ug/kg (39.8mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 38(6), Pg. 30, 1973.
mouse LD50 subcutaneous 15mg/kg (15mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 19, Pg. 612, 1967.
mouse LD50 unreported 40mg/kg (40mg/kg)   Tsitologiya i Genetika. Cytology and Genetics. For English translation, see CYGEDX. Vol. 16(1), Pg. 45, 1982.
rabbit LD50 skin 385mg/kg (385mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 244, 1966.
rat LD50 oral 38400ug/kg (38.4mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 38(6), Pg. 30, 1973.
rat LD50 skin 202mg/kg (202mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.
rat LD50 subcutaneous 47mg/kg (47mg/kg)   British Journal of Pharmacology. Vol. 40, Pg. 124, 1970.
rat LD50 unreported 64800ug/kg (64.8mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(3), Pg. 57, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.3 (none)   EXP
Water Solubility 1000 mg/L 20 EXP
Vapor Pressure 1.40E-05 mm Hg 20 EXP
Henry's Law Constant 5.79E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.40E-11 cm3/molecule-sec 25 EST

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