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Phorate

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Name

Phorate

EINECS 206-052-2
CAS No. 298-02-2 Density 1.201 g/cm3
PSA 110.96000 LogP 4.37830
Solubility 0.005 g/100 mL Melting Point -43 ºC
Formula C7H17O2PS3 Boiling Point 296 °C at 760 mmHg
Molecular Weight 260.383 Flash Point 132.8 °C
Transport Information UN 2810 Appearance liquid
Safety 28-36/37-45-60-61 Risk Codes 27/28-50/53
Molecular Structure Molecular Structure of 298-02-2 (Phorate) Hazard Symbols DangerousN; VeryT+
Synonyms

AmericanCyanamid 3911;ENT 24,042;Experimental Insecticide 3911;Granutox;L 11/6;O,O-Diethyl S-[(ethylthio)methyl] phosphorodithioate;O,O-DiethylS-ethylmercaptomethyl dithiophosphate;O,O-Diethyl S-ethylthiomethyldithiophosphate;Phorate;Thimet;VUAgT 182;

 

Phorate Consensus Reports

EPA Extremely Hazardous Substances List. EPA Genetic Toxicology Program.

Phorate Standards and Recommendations

OSHA PEL: TWA 0.05 mg/m3 (skin)
ACGIH TLV: TWA 0.05 mg/m3 (skin)

Phorate Specification

The CAS registry number of Phorate is 298-02-2. Its EINECS registry number is 206-052-2. The IUPAC name is diethoxy-(ethylsulfanylmethylsulfanyl)-sulfanylidene-λ5-phosphane. In addition, the molecular formula is C7H17O2PS3 and the molecular weight is 260.38. It is also called O,O-Diethyl S-ethylthiomethyldithiophosphate. What's more, it belongs to the class of Insecticide. It is a pale yellow mobile liquid poorly soluble in water but readily soluble in organic solvents.

Physical properties about this chemical are: (1)ACD/LogP: 3.67 ; (2)ACD/LogD (pH 5.5): 3.67; (3)ACD/LogD (pH 7.4): 3.67; (4)ACD/BCF (pH 5.5): 363.23; (5)ACD/BCF (pH 7.4): 363.23; (6)ACD/KOC (pH 5.5): 2366.91; (7)ACD/KOC (pH 7.4): 2366.91; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 8; (10)Polar Surface Area: 110.96 Å2; (11)Index of Refraction: 1.54; (12)Molar Refractivity: 68.09 cm3; (13)Molar Volume: 216.7 cm3; (14)Polarizability: 26.99 ×10-24cm3; (15)Surface Tension: 46.1 dyne/cm; (16)Density: 1.201 g/cm3; (17)Flash Point: 132.8 °C; (18)Enthalpy of Vaporization: 51.43 kJ/mol; (19)Boiling Point: 296 °C at 760 mmHg; (20)Vapour Pressure: 0.0026 mmHg at 25°C.

Preparation of Phorate: it can be prepared by O,O-diethyldithiophosphate and ethanethiol in the presence of methanal solution. The yield is about 85-92%.

Uses of Phorate: this chemical is most commonly applied in granular form. It can be used as pesticides to prevent and control cotton early aphids and starscream. And it also can kill underground pest such as notobitus. In addition, it can be used to get dithiophosphoric acid S-ethanesulfinylmethyl ester O,O'-diethyl ester. This reaction will need reagents H2O2 and V2O5, and solvent 2-methyl-propan-2-ol. The yield is about 82% at reaction temperature of 20-30 °C.

Phorate can be used to get dithiophosphoric acid S-ethanesulfinylmethyl ester O,O'-diethyl ester

When you are using this chemical, please be cautious about it as the following:
This chemical is very toxic in contact with skin and if swallowed. And it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing and gloves. If you contact it with skin, wash it immediately with plenty of ... (to be specified by the manufacturer). And in case of accident or if you feel unwell, seek medical advice immediately (show label where possible). What's more, this material and/or its container must be disposed of as hazardous waste. You avoid release to the environment and you can refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: S=P(OCC)(SCSCC)OCC
(2)InChI: InChI=1/C7H17O2PS3/c1-4-8-10(11,9-5-2)13-7-12-6-3/h4-7H2,1-3H3
(3)InChIKey: BULVZWIRKLYCBC-UHFFFAOYAA

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 1mg/kg (1mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
duck LD50 oral 600ug/kg (0.6mg/kg)   Down to Earth. Vol. 35, Pg. 25, 1979.
duck LD50 skin 203mg/kg (203mg/kg)   Toxicology and Applied Pharmacology. Vol. 47, Pg. 451, 1979.
gerbil LD50 intraperitoneal 1866ug/kg (1.866mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: BRONCHIOLAR CONSTRICTION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Journal of Animal Morphology and Physiology. Vol. 28, Pg. 234, 1981.
guinea pig LD50 skin 20mg/kg (20mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 895, 1966.
mouse LD50 intraperitoneal 2100ug/kg (2.1mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 236, Pg. 202, 1959.
mouse LD50 oral 2250ug/kg (2.25mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 236, Pg. 202, 1959.
quail LD50 oral 7mg/kg (7mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA
Ecotoxicology and Environmental Safety. Vol. 8, Pg. 551, 1984.
rabbit LD50 skin 99mg/kg (99mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C236, 1991.
rat LC50 inhalation 11mg/m3/1H (11mg/m3)   National Technical Information Service. Vol. PB277-077,
rat LD50 intraperitoneal 1980ug/kg (1.98mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 236, Pg. 202, 1959.
rat LD50 intravenous 1200ug/kg (1.2mg/kg)   National Technical Information Service. Vol. PB277-077,
rat LD50 oral 1mg/kg (1mg/kg)   Down to Earth. Vol. 35, Pg. 25, 1979.
rat LD50 skin 2500ug/kg (2.5mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Toxicology and Applied Pharmacology. Vol. 2, Pg. 88, 1960.