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Temephos (3383-96-8)

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Chemistry

IUPAC Name: [4-(4-dimethoxyphosphinothioyloxyphenyl)sulfanylphenoxy]-dimethoxy-sulfanylidene-λ5-phosphane 
Empirical Formula: C16H20O6P2S3
Molecular Weight: 466.4689 
EINECS: 222-191-1 
Structure of Temephos (CAS NO.3383-96-8):

Index of Refraction: 1.612
Molar Refractivity: 115.9 cm3
Molar Volume: 333.1 cm3
Polarizability: 45.94×10-24cm3
Surface Tension: 61.8 dyne/cm
Density: 1.4 g/cm3
Flash Point: 267.4 °C
Enthalpy of Vaporization: 76.12 kJ/mol 
Melting Point: 30-31°C
Boiling Point: 518.5 °C at 760 mmHg
Vapour Pressure: 2.44E-10 mmHg at 25°C 
Storage temp: 2-8°C
Water Solubility: 0.003 g/100 mL 
Product Categories: Antibiotics T-ZPesticides;Alpha sort;Antibiotics;Antibiotics A to;Insecticides;OrganophorousPesticides&Metabolites;Q-ZAlphabetic;TA - TE 
Canonical SMILES: COP(=S)(OC)OC1=CC=C(C=C1)SC2=CC=C(C=C2)OP(=S)(OC)OC
InChI: InChI=1S/C16H20O6P2S3/c1-17-23(25,18-2)21-13-5-9-15(10-6-13)27-16-11-7-14(8-12-16)22-24(26,19-3)20-4/h5-12H,1-4H3
InChIKey: WWJZWCUNLNYYAU-UHFFFAOYSA-N

Uses

The uses of Temephos are as follows:
1.Temefos or Temephos (CAS NO.3383-96-8) (trade name Abate) is an organophosphate larvicide used to treat water infested with disease-carrying fleas.
2.It is also used to control mosquito, midge, and black fly larvae.
3.In the developing world where the vector-borne disease dengue fever is endemic, Temephos (CAS NO.3383-96-8) is widely used and applied by both private and public pest control in areas of standing water where the Aedes aegypti mosquito breeds in order to reduce the population of this disease-carrying insect.
4.Temephos (CAS NO.3383-96-8) is also used in the Guinea Worm Eradication program to kill water fleas that carry guinea worm larvae.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 32mg/kg (32mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
chicken LD subcutaneous > 1gm/kg (1000mg/kg) BEHAVIORAL: MUSCLE WEAKNESS Archives of Environmental Health. Vol. 14, Pg. 283, 1967.
duck LD50 oral 79mg/kg (79mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
mammal (species unspecified) LD50 oral 4700mg/kg (4700mg/kg)   Journal of the American Veterinary Medical Association. Vol. 152, Pg. 282, 1968.
mammal (species unspecified) LD50 unreported 4gm/kg (4000mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 338, 1971.
mouse LD50 intraperitoneal 683mg/kg (683mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA		 Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 16, Pg. 297, 1969.
mouse LD50 oral 223mg/kg (223mg/kg)   Agricultural Research Service, USDA Information Memorandum. Vol. 20, Pg. 1, 1966.
pigeon LD50 oral 50mg/kg (50mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
quail LD50 oral 75mg/kg (75mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
rabbit LD50 oral 313mg/kg (313mg/kg)   Veterinariya. Veterinary Science. Vol. 60(11), Pg. 63, 1984.
rabbit LD50 skin 970mg/kg (970mg/kg)   Toxicological Information on Cyanamid Insecticides. Vol. 8/1966,
rat LD50 intraperitoneal 912mg/kg (912mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 16, Pg. 297, 1969.
rat LD50 oral 1gm/kg (1000mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 493, 1973.
rat LD50 skin 1370mg/kg (1370mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.
rat LD50 subcutaneous 2302mg/kg (2302mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 16, Pg. 297, 1969.
rat LD50 unreported 8600mg/kg (8600mg/kg)   Travaux de la Societe de Pharmacie de Montpellier. Vol. 37(1), Pg. 45, 1977.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: HarmfulXn,DangerousN
Risk Statements: 21/22-51/53
R21/22:Harmful in contact with skin and if swallowed. 
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 22-37-61-60 
S22:Do not breathe dust. 
S37:Wear suitable gloves. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S60:This material and its container must be disposed of as hazardous waste.
RIDADR: UN 3077
RTECS: TF6890000
Poison by ingestion. Moderately toxic by intraperitoneal, subcutaneous, and skin contact routes. An experimental teratogen. A skin irritant. A cholinesterase inhibitor type of insecticide. When heated to decomposition it emits toxic fumes of POx and SOx. See also Parathion.

Standards and Recommendations

OSHA PEL: TWA Total Dust: 10 mg/m3; Respirable Fraction: 5 mg/m3
ACGIH TLV: TWA 10 mg/m3

Specification

  Temephos , its cas register number is 3383-96-8. It also can be called Biothion ; Bis-p-(O,O-dimethyl O-phenylphosphorothioate)sulfide ; Bithion ; Difenphos ; Difos ; Diphos ; Diphos (pesticide) ; EPA Pesticide Chemical Code 059001 ; Etidronsaeure ; Lypor ; Nephis ; Nimitex ; O,O'-(Thiodi-4,1-phenylene) O,O,O',O'-tetramethyl di(phosphorothioate) ; Phenol, 4,4'-thiodi-, O,O-diester with O,O-dimethyl phosphorothioate ; Procida ; Swebat ; Temefosum ; Tetramethyl O,O'-thiodi-p-phenylene phosphorothioate . Temephos (CAS NO.3383-96-8) is a White crystalline solid or liquid.

Temephos Basic information

  • Product Name:

    Temephos

  • CAS No:3383-96-8
  • Formula:C16H20O6P2S3
  • Molecular Structure:Molecular Structure of (<span class=bigs><a href=/cas-338/3383-96-8.html />3383-96-8</a></span>) (Temephos)
  • Synonyms:Phosphorothioicacid, O,O-dimethyl ester, O,O-diester with 4,4'-thiodiphenol (7CI);Phosphorothioic acid, O,O'-(thiodi-4,1-phenylene) O,O,O',O'-tetramethyl ester(9CI);Phosphorothioic acid, O,O'-(thiodi-p-phenylene) O,O,O',O'-tetramethylester (8CI);AC 52160;Abate;Abathion;Azai-SS;Biothion;Biothon;Difenphos;Difos;Diphos;Diphos (pesticide);EI 52160;ENT 27165;Ecopro 1707;Experimental Insecticide 52,160;Lavifos;Mosq;Nephis;Nephis 1G;O,O,O',O'-Tetramethyl O,O'-thiodi-p-phenylene phosphorothioate;Procida;Temefos;Phosphorothioic acid,Op,Op'-(thiodi-4,1-phenylene) Op,Op,Op',Op'-tetramethyl ester;
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