Product Name

  • CAS No. 2104-64-5
  • Article Data14
  • CAS DataBase
  • Density 1.34g/cm3
  • Solubility

    Stability

      Stable. If dissolved in acetonitrile, the solution will be highly flammable.

    Toxicology

      Highly toxic if swallowed, inhaled or absorbed through the skin.

      Toxicity data <

    • Melting Point 36 C
    • Formula C14H14 N O4 P S
    • Boiling Point 434.5°Cat760mmHg
    • Molecular Weight 323.309
    • Flash Point 216.6°C
    • Transport Information
    • Appearance often supplied as a solution in acetonitrile.
    • Safety Poison by ingestion, skin contact, and intraperitoneal routes. An experimental teratogen. A cholinesterase inhibitor. This material is extremely hazardous on contact with skin, inhalation, or ingestion. A highly toxic insecticide. When heated to decomposition it emits highly toxic fumes of SOx, POx, NOx, and phosphine. See also PARATHION, NITRO COMPOUNDS of AROMATIC HYDROCARBONS, PHOSPHINE, and SULFIDES.

      Analytical Methods:

         

      For occupational chemical analysis use NIOSH: EPN, Malathion, and Parathion, 5012.

    • Risk Codes 27/28-50/53-36-20/21/22-11
    • Molecular Structure Molecular Structure of 2104-64-5 (O-Ethyl O-(4-nitrophenyl) phenylphosphonothioate)
    • Hazard Symbols A cholinesterase inhibitor, absorbed by skin, use may be restricted. TLV: 0.1 mg/m3 (skin); not classifiable as a human carcinogen.
    • Synonyms ENT 17,798;ENT-17,798;ENT17,798;EPN 300;EPN-300;EPN300;O-Ethyl-O-(4-nitrophenyl)phenylphosphonothioate;Phenylphosphonothioic Acid, 2-Ethyl 2-(4-Nitrophenyl) Ester
    • PSA 106.18000
    • LogP 4.81890

    • EPN Chemical Properties


    IUPAC Name: Ethoxy-(4-nitrophenoxy)-phenyl-sulfanylidene-$l^{5}-phosphane
    Molecular Formula: C14H14NO4PS
    Molecular Weight: 323.3 g/mol
    EINECS: 218-276-8
    Classification Code: Acaricide; Agricultural Chemical; Cholinergic Agents; Cholinesterase Inhibitors; Drug / Therapeutic Agent; Enzyme Inhibitors; Insecticide; Insecticides; Neurotransmitter Agents; Pesticides; Reproductive Effect
    storage temp.: APPROX 4 °C
    Index of Refraction: 1.613
    Molar Refractivity: 83.97 cm3
    Molar Volume: 241.1 cm3
    Surface Tension: 58.9 dyne/cm
    Density: 1.34 g/cm3
    Flash Point: 216.6 °C
    Enthalpy of Vaporization: 66.4 kJ/mol
    Boiling Point: 434.5 °C at 760 mmHg
    Vapour Pressure of EPN (CAS NO.2104-64-5): 2.39E-07 mmHg at 25 °C

    EPN Uses

      EPN (CAS NO.2104-64-5) is used as an insecticide for cotton and an acaricide.

    EPN Toxicity Data With Reference

    Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
    bird - wild LD50 oral 2370ug/kg (2.37mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
    cat LD50 skin 45mg/kg (45mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

    BEHAVIORAL: ATAXIA    		 Toxicology Letters. Vol. 1000(Sp,
    chicken LD50 intraperitoneal 17mg/kg (17mg/kg)   Bulletin of Environmental Contamination and Toxicology. Vol. 18, Pg. 534, 1977.
    chicken LD50 oral 5mg/kg (5mg/kg)   Journal of Environmental Science and Health, Part B: Pesticides, Food Contaminants, and Agricultural Wastes. Vol. 17, Pg. 611, 1982.
    dog LD50 oral 20mg/kg (20mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 478, 1966.
    dog LDLo intraperitoneal 35mg/kg (35mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 112, Pg. 29, 1954.
    duck LD50 oral 3mg/kg (3mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
    duck LD50 skin 400mg/kg (400mg/kg)   Toxicology and Applied Pharmacology. Vol. 47, Pg. 451, 1979.
    guinea pig LD10 intraperitoneal 14mg/kg (14mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 259, 1966.
    mouse LD50 intraperitoneal 8400ug/kg (8.4mg/kg)   Indian Journal of Biochemistry and Biophysics. Vol. 15, Pg. 336, 1978.
    mouse LD50 oral 12200ug/kg (12.2mg/kg)   Agricultural and Biological Chemistry. Vol. 26, Pg. 257, 1962.
    mouse LD50 skin 348mg/kg (348mg/kg)   Agricultural and Biological Chemistry. Vol. 26, Pg. 257, 1962.
    mouse LD50 subcutaneous 22900ug/kg (22.9mg/kg)   Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 25, Pg. 635, 1978.
    pigeon LD50 oral 4210ug/kg (4.21mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
    quail LD50 oral 5mg/kg (5mg/kg)   Toxicology and Applied Pharmacology. Vol. 20, Pg. 57, 1971.
    rabbit LD50 skin 30mg/kg (30mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

    GASTROINTESTINAL: OTHER CHANGES    		 Quarterly Bulletin--Association of Food and Drug Officials of the United States. Vol. 16, Pg. 3, 1952.
    rabbit LDLo intraperitoneal 20mg/kg (20mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 112, Pg. 29, 1954.
    rat LC50 inhalation 106mg/m3/1H (106mg/m3) PERIPHERAL NERVE AND SENSATION: FASCICULATIONS

    BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

    LUNGS, THORAX, OR RESPIRATION: DYSPNEA    		 National Technical Information Service. Vol. OTS0570820,
    rat LD50 intraperitoneal 7200ug/kg (7.2mg/kg)   Advances in Pest Control Research. Vol. 4, Pg. 117, 1961.
    rat LD50 oral 7mg/kg (7mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 112, Pg. 29, 1954.
    rat LD50 skin 25mg/kg (25mg/kg) BEHAVIORAL: TREMOR

    BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

    BEHAVIORAL: EXCITEMENT    		 Toxicology and Applied Pharmacology. Vol. 2, Pg. 88, 1960.
    rat LD50 unreported 7mg/kg (7mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 128, Pg. 289, 1960

    EPN Consensus Reports

     EPA Farm Worker Field Reentry FEREAC    Federal Register. 39 (1974),16888. . EPA Extremely Hazardous Substances List.

    EPN Safety Profile

    Poison by ingestion, skin contact, and intraperitoneal routes. An experimental teratogen. A cholinesterase inhibitor. This material is extremely hazardous on contact with skin, inhalation, or ingestion. A highly toxic insecticide. When heated to decomposition it emits highly toxic fumes of SOx, POx, NOx, and phosphine. 
    Hazard Codes: VeryT+,DangerousN,HarmfulXn,FlammableF
    Risk Statements: 27/28-50/53-36-20/21/22-11 
    R27:Very toxic in contact with skin. 
    R28:Very toxic if swallowed. 
    R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
    R36:Irritating to eyes. 
    R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
    R11:Highly flammable.
    Safety Statements: 22-36/37-45-60-61-16 
    S22:Do not breathe dust. 
    S36/37:Wear suitable protective clothing and gloves. 
    S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
    S60:This material and its container must be disposed of as hazardous waste.
    S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
    S16:Keep away from sources of ignition.
    RIDADR: 3018
    RTECS: TB1925000
    HazardClass: 6.1(a)
    PackingGroup of EPN (CAS NO.2104-64-5): II

    EPN Standards and Recommendations

    OSHA PEL: TWA 0.5 mg/m3 (skin)
    ACGIH TLV: TWA 0.1 mg/m3 (skin); Not Classifiable as a Human Carcinogen
    DFG MAK: 0.5 mg/m3

    EPN Analytical Methods

    For occupational chemical analysis use NIOSH: EPN, Malathion, and Parathion, 5012.

    EPN Specification

      EPN (CAS NO.2104-64-5), its Synonyms are Benzenephosphonic acid, thiono-, ethyl-p-nitrophenyl ester ; Benzenephosphothionic acid, ethyl-4-nitrophenyl ester ; Ethoxy-4-nitrophenoxyphenylphosphine sulfide ; Ethyl (p-nitrophenyl)thionobenzenephosphonate ; Ethyl p-nitrophenyl benzenethionophosphonate ; O-Ethyl O-(4-nitrophenyl) benzenethionophosphonate ; O-Ethyl O-(4-nitrophenyl) phenylphosphonothioate ; Phenylphosphonothioic acid O-ethyl O-(4-nitrophenyl) ester ; Phenylphosphonothioic acid O-ethyl O-p-nitrophenyl ester . It is light yellow crystalline powder with an aromatic odor.

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