Edifenphos

Edifenphos Basic information
Product Name:Edifenphos
Synonyms:sra7847;Edifenphos 0.2;EDDP PERCHLORATE (5 AMPS/PKGE);BAY 78418;bay78418;BAYER 78418;bayer78418;Blastoff
CAS:17109-49-8
MF:C14H15O2PS2
MW:310.37
EINECS:241-178-1
Product Categories:
Mol File:17109-49-8.mol
Edifenphos Structure
Edifenphos Chemical Properties
Melting point 25°C
Boiling point bp0.01 154°
density d420 1.23
vapor pressure 1.3 x 10-2Pa (20 °C)
refractive index nD22 1.61
storage temp. 0-6°C
Water Solubility 56 mg l-1 (20 °C)
form liquid
Merck 13,3547
BRN 1988797
CAS DataBase Reference17109-49-8(CAS DataBase Reference)
NIST Chemistry ReferencePhosphorodithioic acid, o-ethyl s,s-diphenyl ester(17109-49-8)
EPA Substance Registry SystemEdifenphos (17109-49-8)
Safety Information
Hazard Codes T,N
Risk Statements 21-23/25-43-50/53-24/25-23
Safety Statements 36/37-45-60-61
RIDADR UN 2810
WGK Germany 3
RTECS TE3850000
HazardClass 6.1(b)
PackingGroup III
Hazardous Substances Data17109-49-8(Hazardous Substances Data)
ToxicityLD50 in female, male rats (mg/kg): 25.5, 66.5 i.p. (Chen)
MSDS Information
ProviderLanguage
Edifenphos English
Edifenphos Usage And Synthesis
UsesFungicide.
UsesEdifenphos is a foliar applied contact fungicide that provides both protective and curative control of rice blast diseases caused by Pyricularia oryzae. It also controls ear blight and stem rot in rice.
DefinitionChEBI: An organic thiophosphate that is the O-ethyl-S,S-diphenyl ester of phosphorodithioic acid. Used to control a variety of fungal diseases on rice including blast, ear blight and stem rot. Edifenphos i moderately toxic to mammals and fish but poses more of a risk to aquatic invertebrates.
Metabolic pathwayHydrolytic cleavage of the P-0 and P-S linkages affords the major degradation and metabolic pathways of edifenphos. A unique transesterification reaction yielded tri-S-phenyl and di-O-ethyl phosphorus esters as minor products in soil and plant test systems (Scheme 1).
DegradationThe hydrolytic DT50 values of edifenphos (1) at pH 7 and 9 at 25 °C were 19 and 2 days, respectively (PM). [35S]Edifenphods egraded rapidly in aqueous solution when exposed to UV light at 25-28 °C [DT50 ca. 3 days (light exposed) vs. 19 days (dark control)]. Cleavage of the P-S linkage is the primary degradation pathway. Thiophenol (2) was further oxidised to form diphenyl disulfide (3), possibly during sample extraction, isolation and analysis. Stepwise cleavage of the P-S and P-O linkages yielded O-ethyl S-phenyl hydrogen phosphorothioate (4), S-phenyl dihydrogen phosphorothioate (5), benezenesulfonic acid (6) and sulfuric acid as major 35S-containing products, whereas O-ethyl dihydrogen phosphate (7) and phosphoric acid were recovered from the phosphorus portion of the molecule (Murai, 1977).
Toxicity evaluationEdifenphos shows no delayed neuropathic symptoms. Safety intervals between spray and harvest for rice are 21 days in Japan with 0.2 mg of MRL (Maximum Residue Limit).
Edifenphos Preparation Products And Raw materials
Raw materialsEthanol-->Benzenesulfonyl chloride-->Thiophenol-->Ethyl dichlorophosphate-->SODIUM THIOPHENOXIDE
Ethanol Biphenyl EDIFENPHOS SOLUTION 100UG/ML IN TOLUENE 1ML Ethyl pyruvate Ethyl formate Tris(2-chloroethyl) phosphate Ethylparaben O,S,S-trimethyl phosphorodithioate Edifenphos ISOXADIFEN-ETHYL Ethyl acetate Diethyl chlorothiophosphate Clindamycin phosphate Ethyl acrylate EDIFENPHOS SOLUTION 100UG/ML IN ACETONITRILE 1ML Ethyl cyanoacetate SULPHOSUCCINIC ACID ESTER

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