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2310-17-0

2310-17-0 Structure

2310-17-0 Structure
IdentificationMore
[Name]

Phosalone
[CAS]

2310-17-0
[Synonyms]

AZOFENE
O,O-DIETHYL-S-[-(6-CHLORO-2-OXO-BENZ-OXAZOLIN-3-YL)-METHYL]-PHOSPHORODITHIOATE
O,O-DITHEYL S-(6-CHLOROBENZOXALON-3-YL)METHYLPHOSPHORODITHIOATE
PHOSALONE
RP 11974
RUBITOX
SALIPHOS
ZOLONE
ZOLONE(R)
11974 RP
11974rp
3-(6-chloro-2-oxobenzoxazolin-3-yl)methyl-o,o-diethylphosphorothiolothionate
3-(6-chloro-2-oxobenzoxazolin-3-yl)methylo,o-diethylphosphorothiolothionate
3-(o,o-diethyldithiophosphorylmethyl)-6-chlorobenzoxazolinone
3-(o,o-diethyldithiophosphorylmethyl)-6-chlorobenzoxazolone
3-[O,O-(Diethyldithiophosphoryl)methyl]-6-chlorobenzoxazolinone
3-diethyldithiophosphorylmethyl-6-chlorobenzoxazolone-2
6-chloro-3-(o,o-diethyldithiophosphorylmethyl)benzoxazolone
6-Chloro-3-[O,O-(diethyldithiophosphoryl)methyl]benzoxazolone
6-chloro-3-diethoxyphosphinothioylthiomethyl-1,3-benzoxazol-2(3h)-one
[EINECS(EC#)]

218-996-2
[Molecular Formula]

C12H15ClNO4PS2
[MDL Number]

MFCD00055499
[Molecular Weight]

367.81
[MOL File]

2310-17-0.mol
Chemical PropertiesBack Directory
[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)
[form ]

solid
[pka]

-1.75±0.20(Predicted)
[Water Solubility ]

3.05 mg l-1 (25°C)
[color ]

Crystals
[Odor]

garlic odor
[BRN ]

694650
[Henry's Law Constant]

2.5×101 mol/(m3Pa) at 25℃, HSDB (2015)
[Stability:]

Hygroscopic
[Major Application]

agriculture
environmental
[InChI]

1S/C12H15ClNO4PS2/c1-3-16-19(20,17-4-2)21-8-14-10-6-5-9(13)7-11(10)18-12(14)15/h5-7H,3-4,8H2,1-2H3
[InChIKey]

IOUNQDKNJZEDEP-UHFFFAOYSA-N
[SMILES]

CCOP(=S)(OCC)SCN1C(=O)Oc2cc(Cl)ccc12
[CAS DataBase Reference]

2310-17-0(CAS DataBase Reference)
[NIST Chemistry Reference]

Phosalone(2310-17-0)
[EPA Substance Registry System]

2310-17-0(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T,N
[Risk Statements ]

R21:Harmful in contact with skin.
R25:Toxic if swallowed.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

2783
[WGK Germany ]

3
[RTECS ]

TD5175000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Dermal
Acute Tox. 3 Oral
Acute Tox. 4 Inhalation
Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1
[Hazardous Substances Data]

2310-17-0(Hazardous Substances Data)
[Toxicity]

LD50 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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Hydrochloric acid-->Urea-->Chlorine-->Benzyl chloride-->Sulfuryl chloride-->Phosphorus pentasulfide-->2-Aminophenol-->Diethylphosphorodithioate-->sodium O,O-diethyl dithiophosphate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

phosalone(2310-17-0).msds
Hazard InformationBack Directory
[Chemical Properties]

The pure product is white crystals with a garlicky odor. Its mp is 48°C, and its volatility is low. The saturated concentration in air is less than 0.01 mg/m?? at 24°C, approximately 0.02 mg/m?? at 40°C, approximately 0.1 mg/m?? at 50°C, and approximately 0.3 mg/m?? at 60°C. It is readily soluble in organic solvents such as acetone, acetonitrile, acetophenone, benzene, chloroform, cyclohexanone, dioxane, ethyl acetate, dichloroethane, methyl ethyl ketone, toluene, and xylene. It is soluble in methanol and ethanol at a solubility of approximately 20%. It is insoluble in water at a solubility of approximately 0.1%. It is stable and exhibits no noticeable degradation after two years of storage at room temperature or 30 days at 50°C. It is non-corrosive.
[Uses]

Insecticide, acaricide.
[Uses]

Insecticide; acaracide
[Uses]

Phosalone is a organophosphate compouund used as insecticide and acaricide. Phosalone is a weak inhibitor of acetylcholinesterase.
[Uses]

Phosalone is used to control codling moth, aphids, beetles and thrips on fruit trees
[Definition]

ChEBI: 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.
[Production Methods]

Phosalone is synthesised through a condensation reaction involving sodium or ammonium diethyldithiophosphates and 6-chloro-3-chloromethylbenzoxazolone.
[Mechanism of action]

Non-systemic with contact and stomach action. Acetylcholinesterase (AChE) inhibitor.
[Safety Profile]

Poison 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 Fate]

Plant. 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 pathway]

Photodegradation 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.
[Metabolism]

Orally 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.
[storage]

Store at -20°C
[Degradation]

Phosalone is hydrolysed by strong acids and alkalis with a DT50, of 9 days at pH 9 (PM).
[Pesticide Type]

Insecticide; Acaricide
Spectrum DetailBack Directory
[Spectrum Detail]

Phosalone(2310-17-0)MS
Phosalone(2310-17-0)1HNMR
Phosalone(2310-17-0)13CNMR
Phosalone(2310-17-0)IR1
Phosalone(2310-17-0)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

2310-17-0(sigmaaldrich)
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