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| CAS No.: | 119-12-0 |
|---|---|
| Name: | Pyridaphenthion |
| Molecular Structure: | |
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|
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| Formula: | C14H17N2O4PS |
| Molecular Weight: | 340.34 |
| Synonyms: | Phosphorothioicacid, O,O-diethyl ester, O-ester with 6-hydroxy-2-phenyl-3(2H)-pyridazinone(7CI,8CI);3(2H)-Pyridazinone, 6-hydroxy-2-phenyl-, O-ester with O,O-diethylphosphorothioate (8CI);American Cyanamid 12,503;CL 12503;ENT 23,968;O,O-Diethyl O-(2,3-dihydro-3-oxo-2-phenyl-6-pyridazinyl) phosphorothioate;O,O-Diethyl phosphorothioate O-ester with6-hydroxy-2-phenyl-3(2H)-pyridazinone;O-(1,6)-Dihydro-6-oxo-1-phenylpyridazin-3-yl) O,O-diethyl phosphorothioate;Ofunack;Oreste;Pyridafenthion;Phosphorothioic acid,O-(1,6-dihydro-6-oxo-1-phenyl-3-pyridazinyl) O,O-diethyl ester; |
| EINECS: | 204-298-5 |
| Density: | 1.3 g/cm3 |
| Melting Point: | 54.5～56.5℃ |
| Boiling Point: | 416.2 °C at 760 mmHg |
| Flash Point: | 205.5 °C |
| Solubility: | 100mg l-1 （20°C） |
| Appearance: | COA |
| Hazard Symbols: |
 F,  Xi
|
| Risk Codes: | 11-36-66-67 |
| Safety: | 26 |
| Transport Information: | UN 2783 |
| PSA: | 104.48000 |
| LogP: | 3.55940 |
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Chemistry
Molecular Formula: C14H17N2O4PS
Molar mass: 340.33 g/mol
EINECS: 204-298-5
Density: 1.3 g/cm3
Flash Point: 205.5 °C
Index of Refraction: 1.588
Boiling Point: 416.2 °C at 760 mmHg
Vapour Pressure: 3.9E-07 mmHg at 25°C
Melting point: 167-172 °C(lit.)
Storage temp: Approx 4°C
Solubility: In ethanol 1.25%, isopropanol 58%, chloroform 67.4%, 101% ethyl ether, methanol 226%, 377% acetone, insoluble in water
Product categories of Pyridaphenthion (119-12-0): Alpha sort;Insecticides;N-PPesticides;Pesticides & Metabolites;Organophorous Alphabetic
Structure of Pyridaphenthion (119-12-0):
XLogP3-AA: 3.3
H-Bond Donor: 0
H-Bond Acceptor: 5
Systematic Name: 6-Diethoxyphosphinothioyloxy-2-phenyl-pyridazin-3-one
SMILES: S=P(OCC)(OCC)O/C2=N/N(c1ccccc1)C(=O)/C=C2
InChI: InChI=1/C14H17N2O4PS/c1-3-18-21(22,19-4-2)20-13-10-11-14(17)16(15-13)12-8-6-5-7-9-12/h5-11H,3-4H2,1-2H3
InChIKey: CXJSOEPQXUCJSA-UHFFFAOYAQ
Std. InChI: InChI=1S/C14H17N2O4PS/c1-3-18-21(22,19-4-2)20-13-10-11-14(17)16(15-13)12-8-6-5-7-9-12/h5-11H,3-4H2,1-2H3
Std. InChIKey: CXJSOEPQXUCJSA-UHFFFAOYSA-N
Uses
Pyridaphenthion (119-12-0) can be used for the prevention and control of rice stem borer, yellow rice borer, leafhoppers, planthoppers, cotton red spider, peanut pests' aphids.
Production
1.Diazotization: having the reaction of nitrogen of the Aniline with Sodium nitrite and hydrochloric acid ( the ratio of 1:1.01:2.3 (mol)),and keep Sodium nitrite prepared as 35% ~ 40% aqueous solution, and dropping at the temperature below 5 ℃, to get re - nitrogen salt.
2.Then restore the diazonium salt with excess Sodium sulfite for 30min : ratio of 1.0:2.2 ( Aniline dollars ), Hydrochloric acid and keep the former reaction temperature controlled at 70 ℃; Canada Ph value of hydrochloric acid adjusted to 6 ~ 7, warming back 0.5h.
3.Condensation: having Maleic anhydride and Phenylhydrazine (commonly the Hydrochloric acid aqueous solution) for the reaction of pyridazinone. Phenylhydrazine and the maleic anhydride feed ratio of 1:1 (by aniline dollars), reaction temperature 100 ~ 109 ℃, time of 4h, vacuum operation.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | oral | > 12gm/kg (12000mg/kg) | Japan Pesticide Information. Vol. (33), Pg. 9, 1977. | |
| dog | LD50 | skin | > 20gm/kg (20000mg/kg) | Japan Pesticide Information. Vol. (33), Pg. 9, 1977. | |
| guinea pig | LD50 | oral | 513mg/kg (513mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(11), Pg. 66, 1988. |
| mouse | LD50 | intraperitoneal | 64mg/kg (64mg/kg) | "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 4, Pg. 170, 1969. | |
| mouse | LD50 | oral | 237mg/kg (237mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(11), Pg. 66, 1988. |
| mouse | LD50 | skin | 660mg/kg (660mg/kg) | Japan Pesticide Information. Vol. (33), Pg. 9, 1977. | |
| mouse | LD50 | subcutaneous | 370mg/kg (370mg/kg) | Japan Pesticide Information. Vol. (33), Pg. 9, 1977. | |
| quail | LD50 | oral | 68400ug/kg (68.4mg/kg) | Japan Pesticide Information. Vol. (33), Pg. 9, 1977. | |
| rabbit | LD50 | oral | 4800mg/kg (4800mg/kg) | Japan Pesticide Information. Vol. (33), Pg. 9, 1977. | |
| rabbit | LD50 | skin | > 2gm/kg (2000mg/kg) | Japan Pesticide Information. Vol. (33), Pg. 9, 1977. | |
| rat | LC50 | inhalation | 1100mg/m3/4H (1100mg/m3) | Pesticide Manual. Vol. 9, Pg. 285, 1991. | |
| rat | LD50 | intraperitoneal | 105mg/kg (105mg/kg) | Japan Pesticide Information. Vol. (33), Pg. 9, 1977. | |
| rat | LD50 | oral | 424mg/kg (424mg/kg) | Yakkyoku. Pharmacy. Vol. 37, Pg. 1621, 1986. | |
| rat | LD50 | skin | 2100mg/kg (2100mg/kg) | Farm Chemicals Handbook. Vol. -, Pg. C223, 1991. | |
| rat | LD50 | subcutaneous | 305mg/kg (305mg/kg) | Japan Pesticide Information. Vol. (33), Pg. 9, 1977. |
Safety Profile
Poison by intraperitoneal route. Moderately toxic by ingestion and skin contact. When heated to decomposition it emits very toxic fumes of SOx, POx, and NOx. Used to control chewing and sucking insects on rice, fruits, vegetables, and cereals.
Hazard Codes: F.gif){kind=small}
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Risk Statements:
11: Highly Flammable
36: Irritating to the eyes
66: Repeated exposure may cause skin dryness or cracking
67: Vapors may cause drowsiness and dizziness
Specification
Pyridaphenthion (119-12-0) also can be called Pyridafenthion ; American Cyanamid 12503 ; O,O-Diethyl O-(6-oxo-1-phenyl-1,6-dihydro-3-pyridazinyl) phosphorothioate ; O-(1,6-Dihydro-6-oxo-1-phenyl-3-pyridazinyl) O,O-diethyl phosphorothioate and 1,4-Benzoquinone - 1,4-benzenediol (1:1) .