Dicrotophos

Title: Dicrotophos
CAS Registry Number: 141-66-2
CAS Name: Phosphoric acid 3-(dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester
Additional Names: phosphoric acid dimethyl ester, ester with cis-3-hydroxy-N,N-dimethylcrotonamide; 3-(dimethoxyphosphinyloxy)-N,N-dimethyl-cis-crotonamide; dimethyl 2-dimethylcarbamoyl-1-methylvinyl phosphate; dimethyl 1-dimethylcarbamoyl-1-propen-2-yl phosphate
Manufacturers' Codes: C-709; ENT-24482; SD-3562
Trademarks: Bidrin (Amvac)
Molecular Formula: C8H16NO5P
Molecular Weight: 237.19
Percent Composition: C 40.51%, H 6.80%, N 5.91%, O 33.73%, P 13.06%
Literature References: Cholinesterase inhibitor. Prepn of diethyl ester: Whetstone, Stiles, US 2802855 (1957 to Shell). Activity: R. A. Corey, J. Econ. Entomol. 58, 112 (1965). Metabolism and degradn: R. I. Beynon et al., Residue Rev. 47, 55 (1973). Toxicity data: T. B. Gaines, Toxicol. Appl. Pharmacol. 14, 515 (1969).
Properties: Liquid, commercial grade is brown. bp760 400°. d1515 1.216. nD23 1.468. Misc with water, ethanol, xylene; somewhat sol in kerosene. Dec at 90° after 7 days; at 75° after 31 days. LD50 in female, male rats (mg/kg): 16, 21 orally; 42, 43 dermally (Gaines).
Boiling point: bp760 400°
Index of refraction: nD23 1.468
Density: d1515 1.216
Toxicity data: LD50 in female, male rats (mg/kg): 16, 21 orally; 42, 43 dermally (Gaines)
CAUTION: Potential symptoms of overexposure are headache, nausea, dizziness, anxiety, restlessness, muscle twitching, weakness, tremor, incoordination, vomiting, abdominal cramps, diarrhea; salivation, sweating, lacrimation, rhinitis; anorexia, malaise. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 102.
Use: Insecticide.
Dicryl Dictamnine Dicyanine Dicyanodiamide Dicyanodiamidine Sulfate

Dicrotophos
Dicrotophos Structural Formulae .V.1.svg
Identifiers
CAS number 3735-78-2 YesY
PubChem 5371560
KEGG C18656 YesY
Jmol-3D images Image 1
Properties
Molecular formula C8H16NO5P
Molar mass 237.190
Appearance Yellow-brown liquid with a mild, ester odor
Density 1.22 g/mL
Boiling point 400 °C; 752 °F; 673 K
Hazards
Main hazards Toxic
Flash point > 93.3°C
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Dicrotophos is an organophosphate acetylcholinesterase inhibitor used as an insecticide. Some common brand names for dicrotophos include Bidrin, Carbicron, Diapadrin, Dicron and Ektafos.[2]