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HomeProduct name listEdifenphos

Edifenphos

Synonym(s):O-Ethyl S,S-diphenyl phosphorodithioate

  • CAS NO.:17109-49-8
  • Empirical Formula: C14H15O2PS2
  • Molecular Weight: 310.37
  • MDL number: MFCD00078673
  • EINECS: 241-178-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-04-23 13:52:06
Edifenphos Structural

What is Edifenphos?

The Uses of Edifenphos

Edifenphos 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.

The Uses of Edifenphos

Fungicide.

Definition

ChEBI: 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 pathway

Hydrolytic 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).

Degradation

The 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 evaluation

Edifenphos 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).

Properties of Edifenphos

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
form  liquid
Water Solubility  56 mg l-1 (20 °C)
Merck  13,3547
BRN  1988797
CAS DataBase Reference 17109-49-8(CAS DataBase Reference)
NIST Chemistry Reference Phosphorodithioic acid, o-ethyl s,s-diphenyl ester(17109-49-8)
EPA Substance Registry System Edifenphos (17109-49-8)

Safety information for Edifenphos

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Environment
GHS09
GHS Hazard Statements H317:Sensitisation, Skin
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Computed Descriptors for Edifenphos

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