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| CAS No.: | 299-86-5 |
|---|---|
| Name: | CRUFOMATE |
| Molecular Structure: | |
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|
|
| Formula: | C12H19 Cl N O3 P |
| Molecular Weight: | 291.715 |
| Synonyms: | Phosphoramidicacid, methyl-, 2-chloro-4-(1,1-dimethylethyl)phenyl methyl ester (9CI);Phosphoramidic acid, methyl-, 4-tert-butyl-2-chlorophenyl methyl ester(6CI,8CI); 4-tert-Butyl-2-chlorophenyl N-methyl O-methylphosphoramidate;4-tert-Butyl-2-chlorophenyl methyl N-methylphosphoramidate;4-tert-Butyl-2-chlorophenyl methyl methylphosphoramidate; Amidofos; Amidophos;Crufomat; Crufomate; Dowco 132; Montrel; NSC 253463; Ruelene; Ruelene drench |
| Density: | 1.176g/cm3 |
| Melting Point: | 60℃ |
| Boiling Point: | 333.2°Cat760mmHg |
| Flash Point: | 155.3°C |
| Solubility: | 4.975g/L(temperature not stated) |
| Hazard Symbols: | TLV: 5 mg/m3. |
| Risk Codes: | 21/22-50/53 |
| Safety: | A poison by ingestion and inhalation. Moderately toxic via skin contact and possibly other routes. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of POx, NOx, and Cl−. |
| PSA: | 57.37000 |
| LogP: | 4.38110 |
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Chemistry
IUPAC Name: N-[(4-tert-Butyl-2-chlorophenoxy)-methoxyphosphoryl]methanamine
Synonyms of Cruformate (CAS NO.299-86-5) : 2-Chlor-4-(2-methyl-2-propanyl)phenyl-methyl-methylphosphoramidat ; 4-tert-Butyl-2-chlorophenyl methyl methylphosphoramidate ; Méthylphosphoramidate de 2-chloro-4-(2-méthyl-2-propanyl)phényle et de méthyle ; Phosphoramidic acid, N-methyl-, 2-chloro-4-(1,1-dimethylethyl)phenyl methyl ester
CAS NO: 299-86-5
Molecular Formula:C12H19ClNO3P
Molecular Weight :291.7109
Molecular Structure :
EINECS: 206-083-1
Index of Refraction: 1.501
Surface Tension: 36 dyne/cm
Density: 1.176 g/cm3
Flash Point: 155.3 °C
Melting point:61.5°C
Enthalpy of Vaporization: 57.61 kJ/mol
Boiling Point: 333.2 °C at 760 mmHg
Vapour Pressure: 0.000138 mmHg at 25°C
Appearance:White crystalline solid , the commercial product is a yellow oil.
Uses
Cruformate (CAS NO.299-86-5) is used as a phosphoramidate insecticide.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| bird - wild | LD50 | oral | 100mg/kg (100mg/kg) | Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972. | |
| dog | LD50 | oral | 1gm/kg (1000mg/kg) | VM/SAC, Veterinary Medicine and Small Animal Clinician. Vol. 74, Pg. 1119, 1979. | |
| guinea pig | LD50 | oral | 1gm/kg (1000mg/kg) | AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED | Food and Cosmetics Toxicology. Vol. 6, Pg. 185, 1968. |
| guinea pig | LDLo | subcutaneous | 50mg/kg (50mg/kg) | Stauffer Chemical Co., Product Safety Information Sheets. | |
| mammal (species unspecified) | LD50 | oral | 251mg/kg (251mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: FOOD INTAKE (ANIMAL) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | Veterinariya. Veterinary Science. Vol. 54(12), Pg. 94, 1978. |
| rabbit | LD50 | oral | 400mg/kg (400mg/kg) | "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 59, 1976. | |
| rabbit | LD50 | skin | 2gm/kg (2000mg/kg) | Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 37, 1978. | |
| rat | LCLo | inhalation | 12mg/m3/4H (12mg/m3) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 29, 1982. | |
| rat | LD50 | oral | 460mg/kg (460mg/kg) | Toxicology and Applied Pharmacology. Vol. 14, Pg. 515, 1969. | |
| rat | LD50 | unreported | 770mg/kg (770mg/kg) | "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 317, 1971. |
Safety Profile
A poison by ingestion and inhalation. Moderately toxic via skin contact and possibly other routes. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of POx, NOx, and Cl−.
Hazard Codes 
Xn,
N
Risk Statements 21/22-50/53
R21/22: Cruformate (CAS NO.299-86-5) is harmful in contact with skin and if swallowed.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements 36/37-60-61
R36/37:Irritating to eyes and respiratory system.
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.
Standards and Recommendations
OSHA PEL: TWA 5 mg/m3
ACGIH TLV: TWA 5 mg/m3; Not Classifiable as a Human Carcinogen
Specification
Reactivity Profile :Cruformate is combustible; liquid formulations containing organic solvents may be flammable. Incompatible with strongly basic and strongly acidic materials. Unstable over long periods in aqueous preparations or above140°F. Emits toxic fumes of POx, Cl2 and NOx when heated to decomposition (Hazardous Chemicals Desk Reference p. 272 (1987)).