crufomate

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Names

[ CAS No. ]:
299-86-5

[ Name ]:
crufomate

[Synonym ]:
N-[(4-tert-butyl-2-chlorophenoxy)-methoxyphosphoryl]methanamine
2-chloro-4-(1,1-dimethylethyl)phenyl methyl methylphosphoramidate
EINECS 206-083-1
Rulene
crufomate
(RS)-4-tert-Butyl-2-chlorophenyl methyl methylphosphoramidate,Amidofos,Amidophos
Amidophos
RUELENE
2-Chloro-4-(2-methyl-2-propanyl)phenyl methyl methylphosphoramidate
Phosphoramidic acid, N-methyl-, 2-chloro-4-(1,1-dimethylethyl)phenyl methyl ester
4-tert-Butyl-2-chlorphenyl-methyl-methylphosphoramidat
(RS)-(4-tert-butyl-2-chlorophenyl methyl methylphosphoramidate)
Ruelene drench
(Ξ)-(4-tert-butyl-2-chlorophenyl methyl methylphosphoramidate)
4-tert-Butyl-2-chlorophenyl methyl methylphosphoramidate
Amidofos
Dowco 132
Crufomate A
Crufomat
Methylphosphoramidic Acid 4-tert-Butyl-2-chlorophenyl Methyl Ester
Montrel

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
333.2±52.0 °C at 760 mmHg

[ Melting Point ]:
60ºC

[ Molecular Formula ]:
C₁₂H₁₉ClNO₃P

[ Molecular Weight ]:
291.711

[ Flash Point ]:
155.3±30.7 °C

[ Exact Mass ]:
291.079102

[ PSA ]:
57.37000

[ LogP ]:
3.33

[ Appearance of Characters ]:
solid

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.501

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TB3850000

CHEMICAL NAME :: Phosphoramidic acid, methyl-, 4-tert-butyl-2-chlorophenyl methyl ester

CAS REGISTRY NUMBER :: 299-86-5

BEILSTEIN REFERENCE NO. :: 2133258

LAST UPDATED :: 199712

DATA ITEMS CITED :: 28

MOLECULAR FORMULA :: C12-H19-Cl-N-O3-P

MOLECULAR WEIGHT :: 291.74

WISWESSER LINE NOTATION :: 1X1&1&R CG DOPO&O1&M1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 460 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 14,515,1969

TYPE OF TEST :: LCLo - Lowest published lethal concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 12 mg/m3/4H

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85GMAT "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982 Volume(issue)/page/year: -,29,1982

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 770 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 30ZDA9 "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971 Volume(issue)/page/year: -,317,1971

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: VTYMAC VM/SAC, Veterinary Medicine and Small Animal Clinician. (Veterinary Medicine Publishing Co., 690 S. 4th St., POB 13265, Edwardsville, KS 66113) V.59- 1964- Volume(issue)/page/year: 74,1119,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 28ZEAL "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969 Volume(issue)/page/year: 5,59,1976

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: SPEADM Special Publication of the Entomological Society of America. (4603 Calvert Rd., College Park, MD 20740) Volume(issue)/page/year: 78-1,37,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Autonomic Nervous System - other (direct) parasympathomimetic Gastrointestinal - hypermotility, diarrhea Kidney, Ureter, Bladder - urine volume increased

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 6,185,1968

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: STCC** Stauffer Chemical Co., Product Safety Information Sheets. (Stauffer Chemical Co., Agricultural Chemical Div., Westport, CT 06880)

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 251 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - food intake (animal) Behavioral - muscle contraction or spasticity

REFERENCE :: VETNAL Veterinariya. Veterinary Science. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1924- Volume(issue)/page/year: 54(12),94,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - wild bird species

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 21,315,1972 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 44 gm/kg/2Y-C

TOXIC EFFECTS :: Musculoskeletal - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase Related to Chronic Data - changes in testicular weight

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 6,185,1968

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 36 gm/kg/2Y-C

TOXIC EFFECTS :: Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 6,185,1968 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

DOSE :: 100 mg/kg

SEX/DURATION :: female 2 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - mating performance (e.g. # sperm positive females per # females mated; # copulations per # estrus cycles) Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)

REFERENCE :: JPFCD2 Journal of Environmental Science and Health, Part B: Pesticides, Food Contaminants, and Agricultural Wastes. (Marcel Dekker, 270 Madison Ave., New York, NY 10016) V.B11- 1976- Volume(issue)/page/year: 13,169,1978

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

DOSE :: 100 mg/kg

SEX/DURATION :: female 2 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - parturition Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

REFERENCE :: JPFCD2 Journal of Environmental Science and Health, Part B: Pesticides, Food Contaminants, and Agricultural Wastes. (Marcel Dekker, 270 Madison Ave., New York, NY 10016) V.B11- 1976- Volume(issue)/page/year: 16,141,1981

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

DOSE :: 200 mg/kg

SEX/DURATION :: female 2 day(s) pre-mating

REFERENCE :: JPFCD2 Journal of Environmental Science and Health, Part B: Pesticides, Food Contaminants, and Agricultural Wastes. (Marcel Dekker, 270 Madison Ave., New York, NY 10016) V.B11- 1976- Volume(issue)/page/year: 16,141,1981 *** REVIEWS *** ACGIH TLV-Not classifiable as a human carcinogen DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 ACGIH TLV-TWA 5 mg/m3 DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 TOXICOLOGY REVIEW RREVAH Residue Reviews. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1962- Volume(issue)/page/year: 46,1,1973 TOXICOLOGY REVIEW RREVAH Residue Reviews. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1962- Volume(issue)/page/year: 63,1,1976 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-AUSTRALIA:TWA 5 mg/m3;STEL 20 mg/m3 JAN 1993 OEL-BELGIUM:TWA 5 mg/m3;STEL 20 mg/m3 JAN 1993 OEL-FRANCE:TWA 5 mg/m3 JAN 1993 OEL-THE NETHERLANDS:TWA 5 mg/m3 JAN 1993 OEL-RUSSIA:STEL 0.5 mg/m3;Skin JAN 1993 OEL-SWITZERLAND:TWA 5 mg/m3 JAN 1993 OEL IN BULGARIA, COLOMBIA, JORDAN, KOREA check ACGIH TLV OEL IN NEW ZEALAND, SINGAPORE, VIETNAM check ACGIH TLV *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH RECOMMENDED EXPOSURE LEVEL (REL) : NIOSH REL TO CRUFOMATE-air:10H TWA 5 mg/m3;STEL 20 mg/m3 REFERENCE : NIOSH* National Institute for Occupational Safety and Health, U.S. Dept. of Health, Education, and Welfare, Reports and Memoranda. Volume(issue)/page/year: DHHS #92-100,1992

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302 + H312-H410

[ Precautionary Statements ]:
P273-P280-P501

[ Hazard Codes ]:
Xn,N

[ Risk Phrases ]:
21/22-50/53

[ Safety Phrases ]:
S60;S61;S36/S37

[ RIDADR ]:
UN2783 (solid)

[ HS Code ]:
29299090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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