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Edifenphos

Basic information Safety Supplier Related

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
Mol File:
17109-49-8.mol
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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 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)
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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 Data
17109-49-8(Hazardous Substances Data)
Toxicity
LD50 in female, male rats (mg/kg): 25.5, 66.5 i.p. (Chen)

MSDS

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Edifenphos Usage And Synthesis

Uses

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.

Uses

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).

Edifenphos Preparation Products And Raw materials

Raw materials

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