Phosalone

Phosalone Basic information
Product Name:Phosalone
Synonyms:s-6-chloro-2,3-dihydro-2-oxo-1,3-benzoxazol-3-ylmethylo,o-diethylphosphorodit;S-6-Chloro-2,3-dihydro--2-oxobenzoxazol-3-ylmethyl phosphorodithioate;AZOFENE;6-chloro-2,3-dihydro-2-oxobenzoxazol-3-ylmethyl O,O-diethyl phosphorodithioate;s-6-chloro-2,3-dihydro-2-oxobenzoxazol-3-ylmethylo,o-diethylphosphorodithioat;S-6-chloro-2,3-dihydro-2-oxobenzoxazol-3-ylmethylO,O-diethylphosphorodithioate;zolon;Zolone PM
CAS:2310-17-0
MF:C12H15ClNO4PS2
MW:367.81
EINECS:218-996-2
Product Categories:INSECTICIDE;AcaricidesPesticides;AcaricidesPesticides&Metabolites;Alpha sort;Insecticides;N-PPesticides;OrganophorousAlphabetic;P;PER - POLA;Pesticides;Pesticides&Metabolites
Mol File:2310-17-0.mol
Phosalone Structure
Phosalone Chemical Properties
Melting point 47.5-48°
Boiling point 446.7±55.0 °C(Predicted)
density 1.39 g/cm3
vapor pressure <6×10-5 Pa (25 °C)
Fp 100 °C
storage temp. 0-6°C
solubility DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Water Solubility 3.05 mg l-1 (25°C)
pka-1.75±0.20(Predicted)
form solid
color Crystals
Odorgarlic odor
BRN 694650
Stability:Hygroscopic
InChIKeyIOUNQDKNJZEDEP-UHFFFAOYSA-N
CAS DataBase Reference2310-17-0(CAS DataBase Reference)
NIST Chemistry ReferencePhosalone(2310-17-0)
EPA Substance Registry SystemPhosalone (2310-17-0)
Safety Information
Hazard Codes T,N
Risk Statements 21-25-50/53-43-20/21
Safety Statements 36/37-45-60-61
RIDADR 2783
WGK Germany 3
RTECS TD5175000
HazardClass 6.1(b)
PackingGroup III
Hazardous Substances Data2310-17-0(Hazardous Substances Data)
ToxicityLD50 in mice, female, male rats, guinea pigs (mg/kg): 180-205, 135-170, 120, 82-150 orally; female rats (mg/kg): 390 dermally (Colinese, Terry)
MSDS Information
Phosalone Usage And Synthesis
UsesInsecticide, acaricide.
UsesInsecticide; acaracide
UsesPhosalone is a organophosphate compouund used as insecticide and acaricide. Phosalone is a weak inhibitor of acetylcholinesterase.
UsesPhosalone is used to control codling moth, aphids, beetles and thrips on fruit trees
DefinitionChEBI: A member of the class of 1,3-benzoxazoles carrying a [(diethoxyphosphorothioyl)sulfanyl]methyl group at the nitrogen atom, an oxo group at position 2 and a chloro group at position 6. It is an organothiophosphate insecticide.
Safety ProfilePoison by ingestion, skin contact,and possibly other routes. A cholinesterase inhibitor. Seealso PARATHION. When heated to decomposition itemits very toxic fumes of Cl-, NOx, POx, and SOx.
Environmental FatePlant. Degrades in plants to chlorbenzoxazolone, formaldehyde and diethyl phosphorodithioate (Hartley and Kidd, 1987)
Soil. Ambrosi et al. (1977a) studied the persistence and metabolism of phosalone in both moist and flooded Matapeake loam and Monmouth fine sandy loam. Phosalone rapidly degraded (half-life 3 to 7 days) but mineralization to carbon dioxide accoun
Chemical/Physical. Emits toxic fumes of chlorine, phosphorus, nitrogen and sulfur oxides when heated to decomposition (Sax and Lewis, 1987)

Metabolic pathwayPhotodegradation of phosalone in solvent yields dechlorinated phosalone. Irradiation in methanol affords O,O-diethyl-S-methylphosphorothioate and 6- chloro-3-methoxymethyl-2-oxobenzoxazoline with other common products. Photolysis of phosalone in the solid state as a thin film on a glass surface produces a number of photoproducts including 6-chloro-3- mercaptomethyl-2-oxobenzoxazoline and its dimeric disulfide.
MetabolismOrally administered phosalone in mammals is rapidly degraded by oxidation and hydrolysis to give O,O-diethyl hydrogen phosphorothioate and phosphorodithioate and 6-chloro-2,3-dihydro-2-oxobenzoxazole, which is further metabolized and excreted in the urine. It is strongly adsorbed to soil and rapidly degraded with DT50 values of 1–4 d.
DegradationPhosalone is hydrolysed by strong acids and alkalis with a DT50, of 9 days at pH 9 (PM).
Methylparaben Methyl Fenthion Triethyl phosphate Isocarbophos Bensulfuron methyl Phosalone Parathion Methidathion Difluorochloromethane Fenitrothion THIOPHOSPHORYL CHLORIDE Terbufos Kresoxim-methyl Thiophanate-methyl Methyl salicylate Methyl bromide SULPHOSUCCINIC ACID ESTER

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