crufomate

Modify Date: 2024-01-03 19:10:30

crufomate Structure
crufomate structure
Common Name crufomate
CAS Number 299-86-5 Molecular Weight 291.711
Density 1.2±0.1 g/cm3 Boiling Point 333.2±52.0 °C at 760 mmHg
Molecular Formula C12H19ClNO3P Melting Point 60ºC
MSDS Chinese USA Flash Point 155.3±30.7 °C
Symbol GHS07 GHS09
GHS07, GHS09
Signal Word Warning

 Use of crufomate


Crufomate is an insecticide used extensively for the control of cattle grubs, cattle lice, and hornflies.

 Names

Name crufomate
Synonym More Synonyms

 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

 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
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

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crufomate Structure

crufomate

CAS#:299-86-5

Literature: BE579237 , ;

 Precursor & DownStream

Precursor  1

DownStream  0

 Articles2

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Numerous anthropogenic chemicals of environmental concern--including some phenoxy acid herbicides, organophosphorus insecticides, polychlorinated biphenyls, phthalates, freon substitutes and some DDT ...

 Synonyms

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
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