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| CAS No.: | 2104-64-5 | |
|---|---|---|
| Name: | O-Ethyl O-(4-nitrophenyl) phenylphosphonothioate | |
| Article Data: | 14 | |
| Molecular Structure: | ||
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| Formula: | C14H14 N O4 P S | |
| Molecular Weight: | 323.309 | |
| 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 | |
| EINECS: |
218-276-8 Annex I Index No: 015-036-00-2 |
|
| Density: | 1.34g/cm3 | |
| Melting Point: | 36 C | |
| Boiling Point: | 434.5°Cat760mmHg | |
| Flash Point: | 216.6°C | |
| Solubility: | Toxicity data <">
Stability
Toxicology
Toxicity data < |
|
| Appearance: | acetonitrile."> often supplied as a solution in acetonitrile. | |
| Hazard Symbols: | A cholinesterase inhibitor, absorbed by skin, use may be restricted. TLV: 0.1 mg/m3 (skin); not classifiable as a human carcinogen. | |
| Risk Codes: | 27/28-50/53-36-20/21/22-11 | |
| 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. |
|
| PSA: | 106.18000 | |
| LogP: | 4.81890 | |
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Chemistry
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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
Uses
EPN (CAS NO.2104-64-5) is used as an insecticide for cotton and an acaricide.
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 |
Consensus Reports
EPA Farm Worker Field Reentry FEREAC Federal Register. 39 (1974),16888. . EPA Extremely Hazardous Substances List.
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: 
T+,
N,
Xn,
F
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
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
Analytical Methods
For occupational chemical analysis use NIOSH: EPN, Malathion, and Parathion, 5012.
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.