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Cas Database |
| Name |
Trichlorfon |
EINECS | 200-149-3 |
| CAS No. | 52-68-6 | Density | 1.574 g/cm3 |
| PSA | 65.57000 | LogP | 2.16090 |
| Solubility | Slightly soluble in water | Melting Point |
77-81 °C |
| Formula | C4H8Cl3O4P | Boiling Point | 269.3 °C at 760 mmHg |
| Molecular Weight | 257.438 | Flash Point | 116.7 °C |
| Transport Information | UN 3077 9/PG 3 | Appearance | white crystals or powder |
| Safety | 24-37-60-61-2 | Risk Codes | 22-43-50/53 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  N
|
| Synonyms |
O, O-Dimethyl- (2,2,2-trichlor-1-hydroxy-aethyl)phosphonat;(1S)-2,2,2-trichloro-1-dimethoxyphosphoryl-ethanol;Dipterax;2,2,2-trichloro-1-dimethoxyphosphoryl-ethanol;Phosphonic acid, (2,2, 2-trichloro-1-hydroxyethyl)-, dimethyl ester;Proxol;Dipterex;Clorofos;Bayer L 1359;Trichlorofon (TN);Masoten;Phosphonic acid,(2,2,2-trichloro-1-hydroxyethyl)-,dimethyl ester;Agroforotox;Anthon;Foschlor R;Chlorophosciclosom;O,O-Dimethyl (2,2, 2-trichlorohydroxyethyl)phosphonate;Foschlor R-50;Trichlorphon FN;Briton;(1R)-2,2,2-trichloro-1-dimethoxyphosphorylethanolate;Satox 20WSC;Dyvon;(1-Hydroxy-2,2,2-trichloroethyl)phosphonic acid, dimethyl ester;Khloroftalm;O,O-Dimethyl (1-hydroxy-2,2, 2-trichloroethyl)phosphate;Aerol 1 (pesticide);(2,2, 2-Trichloro-1-hydroxyethyl)phosphonic acid dimethyl ester;Chloroxyphos;NCI-C54831;Phosphonic acid,(2,2,2-trichloro-1-hydroxy- ethyl)-,dimethyl ester;Onefon;BAY 15922;Trichlorphon;Volfartol;Metrifonate;Phosphonic acid, (1-hydroxy-2,2, 2-trichloroethyl)-, dimethyl ester;Votexit;Trichlorophone;O, O-Dimethyl- (1-hydroxy-2,2,2-trichlorathyl)-phosphat;Dyrex;Dimetox;Chlorophthalm;(1R)-2,2,2-trichloro-1-dimethoxyphosphoryl-ethanol;Dipterex 50;Dimethyl (2,2, 2-trichloro-1-hydroxyethyl)phosphonate;Metrifonate (USP);DEP (pesticide);(2,2,2-Trichloro-1-hydroxy)phosphonic acid, dimethyl ester;Fliegenteller;Azoxystrobi;TRICHLOPHON;Ritsifon;Ricifon;Chloroftalm;Foschlorem;O,O-Dimethyl (1-oxy-2,2, 2-trichloroethyl)phosphonate;Forotox;1-Hydroxy-2,2, 2-trichloro-ethyle phosphonate de dimethyle;Metriphonate;[(2,2, 2-Trichloro-1-hydroxyethyl) dimethylphosphonate];Diptevur;Danex;Trinex;Methyl chlorophos;Flibol E;Dylox;(2,2, 2-Trichloro-1-hydroxyethyl)phosphonate, dimethyl ester;Bovinox;O,O-Dimethyl- (1-hydroxy-2,2, 2-trichloraethyl)phosphosaeure ester;Loisol;Cekufon;Trichlorophon;Bilarcil; |
Article Data | 25 |
Trichlorfon Synthetic route
| Conditions | Yield |
|---|---|
| at 34℃; Rate constant; |
- 186581-53-3, 908094-01-9
diazomethane
- 684-31-1
(2,2,2-trichloro-1-hydroxy-ethyl)-phosphonic acid monomethyl ester
- 52-68-6
trichlorfon
- 302-17-0
chloral hydrate
- 121-45-9
phosphorous acid trimethyl ester
A
- 62-73-7
Dichlorvos
B
- 52-68-6
trichlorfon
| Conditions | Yield |
|---|---|
| In hexane for 1h; Product distribution; Mechanism; | |
| In hexane for 1h; |
- 302-17-0
chloral hydrate
- 121-45-9
phosphorous acid trimethyl ester
A
- 62-73-7
Dichlorvos
B
- 52-68-6
trichlorfon
C
- 13445-62-0
dichlorovinylmethyl phosphoric acid
| Conditions | Yield |
|---|---|
| In hexane for 10h; Heating; |
| Conditions | Yield |
|---|---|
| With aluminum oxide for 0.1h; microwave irradiation; | 74 % Spectr. |
| Conditions | Yield |
|---|---|
| With aluminum oxide; potassium fluoride at 20℃; for 0.5h; | |
| With aluminum oxide; potassium fluoride | |
| With aluminum oxide; potassium fluoride | |
| With aluminum oxide; potassium fluoride |
| Conditions | Yield |
|---|---|
| Abramov reaction; |
- 52-68-6
trichlorfon
- 826990-47-0
2-(3-chloro-4-fluorophenoxy)acetyl chloride
- 866145-51-9
O,O-dimethyl 1-(3-chloro-4-fluorophenoxyacetoxy)-2,2,2-trichloroethylphosphonate
| Conditions | Yield |
|---|---|
| With triethylamine In chloroform at 2 - 20℃; | 80% |
- 3739-94-4
2,6-Pyridinedicarbonyl dichloride
- 52-68-6
trichlorfon
- 1208256-21-6
O,O-dimethyl-2,6-pyridinyldi(formyloxy-trichloromethyl-methylphosphonate)
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 20 - 40℃; for 5h; | 73% |
- 52-68-6
trichlorfon
- 826990-46-9
2-(2-chloro-4-fluorophenoxy)acetyl chloride
| Conditions | Yield |
|---|---|
| With triethylamine In chloroform at 20℃; for 2h; | 72.5% |
Trichlorfon Chemical Properties
Product Name: Trichlorfon (CAS NO.52-68-6)
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Molecular Formula: C4H8Cl3O4P
Molecular Weight: 257.44g/mol
Mol File: 52-68-6.mol
Einecs: 257.44
Appearance: White crystals or powder
Melting Point: 77-81 °C
Boiling point: 269.3 °C at 760 mmHg
Flash Point: 116.7 °C
Density: 1.574 g/cm3
Water Solubility: Slightly soluble. 1-5 g/100 mL at 21 ºC
Surface Tension: 46.6 dyne/cm
Enthalpy of Vaporization: 58.92 kJ/mol
Vapour Pressure: 0.00097 mmHg at 25°C
XLogP3-AA: 0.5
H-Bond Donor: 1
H-Bond Acceptor: 4
Structure Descriptors of Trichlorfon (CAS NO.52-68-6):
IUPAC Name: 2,2,2-trichloro-1-dimethoxyphosphorylethanol
Canonical SMILES: COP(=O)(C(C(Cl)(Cl)Cl)O)OC
InChI: InChI=1S/C4H8Cl3O4P/c1-10-12(9,11-2)3(8)4(5,6)7/h3,8H,1-2H3
InChIKey: NFACJZMKEDPNKN-UHFFFAOYSA-N
Product Categories: INSECTICIDE; Bases & Related Reagents; Carbohydrates & Derivatives; Isotope Labeled Compounds; Nucleotides; Phosphorylating and Phosphitylating Agents
Trichlorfon Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| bird - wild | LD50 | oral | 37mg/kg (37mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. | |
| cat | LD50 | oral | 97mg/kg (97mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 60, 1982. | |
| cat | LD50 | unreported | 98mg/kg (98mg/kg) | LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI LUNGS, THORAX, OR RESPIRATION: BRONCHIOLAR CONSTRICTION LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | Russian Pharmacology and Toxicology Vol. 50, Pg. 61, 1987. |
| chicken | LD50 | oral | 75mg/kg (75mg/kg) | Environmental Quality and Safety. Vol. 3, Pg. 173, 1974. | |
| chicken | LD50 | subcutaneous | 125mg/kg (125mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) | Biochemical Pharmacology. Vol. 12, Pg. 1377, 1963. |
| dog | LD50 | intravenous | 150mg/kg (150mg/kg) | CARDIAC: OTHER CHANGES LIVER: OTHER CHANGES BLOOD: HEMORRHAGE | Archives of Toxicology. Vol. 41, Pg. 3, 1978. |
| dog | LD50 | oral | 400mg/kg (400mg/kg) | CARDIAC: OTHER CHANGES LIVER: OTHER CHANGES BLOOD: HEMORRHAGE | Archives of Toxicology. Vol. 41, Pg. 3, 1978. |
| dog | LD50 | subcutaneous | 269mg/kg (269mg/kg) | BEHAVIORAL: TREMOR GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS GASTROINTESTINAL: OTHER CHANGES | Revista do Centro de Ciencias Rurais Vol. 7(1), Pg. 23, 1977. |
| guinea pig | LD50 | intraperitoneal | 300mg/kg (300mg/kg) | AMA Archives of Industrial Health. Vol. 11, Pg. 53, 1955. | |
| guinea pig | LDLo | oral | 420mg/kg (420mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Bulletin of the University of Miami School of Medicine and Jackson Memorial Hospital. Vol. 9, Pg. 7, 1955. |
| hamster | LD50 | intraperitoneal | 1gm/kg (1000mg/kg) | Archives of Toxicology. Vol. 58, Pg. 152, 1986. | |
| human | TCLo | inhalation | 1710ug/m3/90D (1.71mg/m3) | British Journal of Industrial Medicine. Vol. 43, Pg. 414, 1986. | |
| mammal (species unspecified) | LD50 | skin | > 2800mg/kg (2800mg/kg) | Archives of Toxicology. Vol. 41, Pg. 3, 1978. | |
| mammal (species unspecified) | LD50 | unreported | 295mg/kg (295mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 38(8), Pg. 101, 1973. | |
| monkey | LD | oral | > 1gm/kg (1000mg/kg) | SPINAL CORD: OTHER DEGENERATIVE CHANGES MUSCULOSKELETAL: OTHER CHANGES GASTROINTESTINAL: OTHER CHANGES | Journal of UOEH Vol. 5(Suppl), Pg. 125, 1983. |
| mouse | LD50 | intraperitoneal | 196mg/kg (196mg/kg) | Toxicology and Applied Pharmacology. Vol. 2, Pg. 495, 1960. | |
| mouse | LD50 | intravenous | 290mg/kg (290mg/kg) | CARDIAC: OTHER CHANGES LIVER: OTHER CHANGES BLOOD: HEMORRHAGE | Archives of Toxicology. Vol. 41, Pg. 3, 1978. |
| mouse | LD50 | oral | 300mg/kg (300mg/kg) | Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 26, 1978. | |
| mouse | LD50 | skin | 1710mg/kg (1710mg/kg) | Yakkyoku. Pharmacy. Vol. 37, Pg. 597, 1986. | |
| mouse | LD50 | subcutaneous | 267mg/kg (267mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 555, 1981. | |
| mouse | LD50 | unreported | 445mg/kg (445mg/kg) | Pharmaceutical Chemistry Journal Vol. 3, Pg. 508, 1969. | |
| quail | LD50 | oral | 73110ug/kg (73.11mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Hokkaidoritsu Eisei Kenkyushoho. Report of the Hokkaido Institute of Public Health. Vol. 24, Pg. 35, 1974. |
| rabbit | LD | skin | > 1500mg/kg (1500mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE" | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 8(10), Pg. 54, 1964. |
| rabbit | LD50 | intraperitoneal | 60mg/kg (60mg/kg) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | American Journal of Ophthalmology. Vol. 53, Pg. 512, 1962. |
| rabbit | LD50 | oral | 160mg/kg (160mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 555, 1981. | |
| rabbit | LDLo | intramuscular | 500mg/kg (500mg/kg) | VASCULAR: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BLOOD: HEMORRHAGE | Medycyna Weterynaryjna. Veterinary Medicine. Vol. 35, Pg. 479, 1979. |
| rat | LC50 | inhalation | 1300mg/m3 (1300mg/m3) | Archiv fuer Geschwulstforschung. Vol. 48, Pg. 112, 1978. | |
| rat | LD50 | intramuscular | 395mg/kg (395mg/kg) | CARDIAC: OTHER CHANGES LIVER: OTHER CHANGES BLOOD: HEMORRHAGE | Archives of Toxicology. Vol. 41, Pg. 3, 1978. |
| rat | LD50 | intraperitoneal | 160mg/kg (160mg/kg) | Advances in Pest Control Research. Vol. 4, Pg. 117, 1961. | |
| rat | LD50 | oral | 450mg/kg (450mg/kg) | United States Patent Document. Vol. #5006545, | |
| rat | LD50 | skin | 2gm/kg (2000mg/kg) | Archiv fuer Geschwulstforschung. Vol. 48, Pg. 112, 1978. | |
| rat | LD50 | subcutaneous | 400mg/kg (400mg/kg) | Journal of Economic Entomology. Vol. 50, Pg. 356, 1957. | |
| rat | LD50 | unreported | 550mg/kg (550mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(6), Pg. 21, 1982. | |
| women | TDLo | oral | 1mL/kg (1mL/kg) | AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: COMA | Journal of UOEH Vol. 5(Suppl), Pg. 125, 1983. |
| women | TDLo | oral | 1200uL/kg (1.2mL/kg) | SPINAL CORD: OTHER DEGENERATIVE CHANGES AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC BEHAVIORAL: COMA | Journal of UOEH Vol. 5(Suppl), Pg. 125, 1983. |
| women | TDLo | oral | 1364uL/kg (1.364mL/kg) | AUTONOMIC NERVOUS SYSTEM: GAGLION BLOCK BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: SLEEP | Rinsho Shinkeigaku. Clinical Neurology. Vol. 21, Pg. 993, 1981. |
| women | TDLo | oral | 240mg/kg (240mg/kg) | SPINAL CORD: OTHER DEGENERATIVE CHANGES PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: COMA | Journal of UOEH Vol. 5(Suppl), Pg. 125, 1983. |
Trichlorfon Safety Profile
Safety Information of Trichlorfon (CAS NO.52-68-6):
Hazard Codes: Xn
,N
Risk Statements: 22-43-50/53
22: Harmful if swallowed
43: May cause sensitization by skin contact
50: Very Toxic to aquatic organisms
53: May cause long-term adverse effects in the aquatic environment
Safety Statements: 24-37-60-61-2
2: Keep out of the reach of children
24: Avoid contact with skin
37: Wear suitable gloves
60: This material and/or its container must be disposed of as hazardous waste
61: Avoid release to the environment. Refer to special instructions safety data sheet
Trichlorfon Specification
Trichlorfon ,its CAS NO. is 52-68-6,the synonyms is (+-)-Trichlorfon ; (2,2,2-Trichloro-1-hydroxyethyl)-phosphonic acid dimethyl ester ; 1-Hydroxy-2,2,2-trichloro-ethyle phosphonate de dimethyle ; 1-Hydroxy-2,2,2-trichloroethylphosphonic acid dimethyl ester ; AI3-19763 ; Agroforotox ; Anthon ; Bovinox ; Chlorophosciclosom ; Chlorophthalm ; Chloroxyphos ; Combot equine ; Dicontal Fort ; Dimethoxy-2,2,2-trichloro-1-hydroxy-ethyl phosphine oxide ; Dimethyl (1-hydroxy-2,2,2-trichloroethyl)phosphonate ; Dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate ; Dimethyl 1-hydroxy-2,2,2-trichloroethyl phosphonate ; Dimethyl 2,2,2-trichloro-1-hydroxyethylphosphonate ; Dimethyltrichlorohydroxyethyl phosphonate ; EPA Pesticide Chemical Code 057901 ; Equino-aid ; Fliegenteller ; Foschlorem ; Hypodermacid ; Khloroftalm ; Leivasom ; Loisol ; Methyl chlorophos ; Metriphonate ; Metriphonatum ; Neguvon ; O,O Dimetil 2,2,2-trichloro 1 hidroxietil fosfonato (Portugese) ; O,O-Dimethyl (1-hydroxy-2,2,2-trichloroethyl)phosphonate ; O,O-Dimethyl (1-oxy-2,2,2-trichloroethyl)phosphonate ; O,O-Dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate ; O,O-Dimethyl-(1-hydroxy-2,2,2-trichloraethyl)phosphonsaeure ester ; O,O-Dimethyl-(1-hydroxy-2,2,2-trichlorathyl)-phosphat ; O,O-Dimethyl-(2,2,2-trichloor-1-hydroxy-ethyl)-fosfonaat ; O,O-Dimethyl-(2,2,2-trichlor-1-hydroxy-aethyl)phosphonat ; O,O-Dimethyl-1-hydroxy-2,2,2-trichloroethylphosphonate ; O,O-Dimetil-(2,2,2-tricloro-1-idrossi-etil)-fosfonato ; OMS 800 ; Phoschlor ; Phoschlor R50 ; Phosphonic acid, (1-hydroxy-2,2,2-trichloroethyl)-, dimethyl ester ; Phosphonic acid, (2,2,2-trichloro-1-hydroxyethyl)-, dimethyl ester ; Polfoschlor .
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