*** CHEMICAL IDENTIFICATION ***
RTECS NUMBER : GQ5250000
CHEMICAL NAME : Crotonic acid, 3-hydroxy-, methyl ester, dimethyl
phosphate
CAS REGISTRY NUMBER : 7786-34-7
BEILSTEIN REFERENCE NO. : 1793349
LAST UPDATED : 199712
DATA ITEMS CITED : 49
MOLECULAR FORMULA : C7-H13-O6-P
MOLECULAR WEIGHT : 224.17
WISWESSER LINE NOTATION : 1OV1UY1&OPO&O1&O1
COMPOUND DESCRIPTOR : Agricultural Chemical
Mutagen
Human
SYNONYMS/TRADE NAMES :
* 2-Butenoic acid, 3-((dimethoxyphosphinyl)oxy)-, methyl ester
* 2-Carbomethoxy-1-methylvinyl dimethyl phosphate
* alpha-2-Carbomethoxy-1-methylvinyl dimethyl phosphate
* 2-Carbomethoxy-1-propen-2-yl dimethyl phosphate
* CMDP
* 3-((Dimethoxyphosphinyl)oxy)-2-butenoic acid methyl ester
* O,O-Dimethyl-O-(2-carbomethoxy-1-methylvinyl) phosphate
* Dimethyl-1-carbomethoxy-1-propen-2-yl phosphate
* O,O-Dimethyl-O-2-methoxycarbonyl-1-methyl-vinyl-phosphat
* Dimethyl 2-methoxycarbonyl-1-methylvinyl phosphate
* Dimethyl methoxycarbonylpropenyl phosphate
* Dimethyl (1-methoxycarboxypropen-2-yl)phosphate
* O,O-Dimethyl O-(1-methyl-2-carboxyvinyl) phosphate
* ENT 22,374
* Fosdrin
* Gesfid
* 3-Hydroxycrotonic acid methyl ester dimethyl phosphate
* Meniphos
* (2-Methoxycarbonyl-1-methyl-vinyl)-dimethyl-fosfaat
* (2-Methoxycarbonyl-1-methyl-vinyl)-dimethyl-phosphat
* 2-Methoxycarbonyl-1-methylvinyl dimethyl phosphate
* 1-Methoxycarbonyl-1-propen-2-yl dimethyl phosphate
* Methyl 3-(dimethoxyphosphinyloxy)crotonate
* (2-Metossicarbonil-1-metil-vinil)-dimetil-fosfato
* Mevinfos
* Mevinphos
* PD 5
* Phosdrin
* Phosphate de dimethyle et de 2-methoxycarbonyl-1 methylvinyle
* Phosphoric acid, dimethyl ester, ester with methyl 3-hydroxycrotonate
* Phosphoric acid, (1-methoxycarboxypropen-2-yl) dimethyl ester
*** HEALTH HAZARD DATA ***
** ACUTE TOXICITY DATA **
TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Human - man
DOSE/DURATION : 700 ug/kg/28D-I
TOXIC EFFECTS :
Peripheral Nerve and Sensation - recording from peripheral motor nerve
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E.
First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year:
42,351,1977
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 3 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DOEAAH Down to Earth. (Dow Chemical USA, Agricultural Products Dept.,
Midland, MI 48640) V.1- 1945- Volume(issue)/page/year: 35,25,1979
TYPE OF TEST : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE : Inhalation
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 14 ppm/1H
TOXIC EFFECTS :
Behavioral - tremor
Lungs, Thorax, or Respiration - acute pulmonary edema
Gastrointestinal - changes in structure or function of salivary glands
REFERENCE :
AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine.
(Chicago, IL) V.2-10, 1950-54. For publisher information, see AEHLAU.
Volume(issue)/page/year: 9,45,1954
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Administration onto the skin
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 4200 ug/kg
TOXIC EFFECTS :
Behavioral - tremor
Behavioral - convulsions or effect on seizure threshold
Behavioral - excitement
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E.
First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year:
2,88,1960
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Intraperitoneal
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 800 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
APCRAW Advances in Pest Control Research. (New York, NY) V.1-18, 1957-68.
Volume(issue)/page/year: 4,117,1961
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Subcutaneous
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 940 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FOLMA8 Folia Medica (Plovdiv). (Higher Medical Institute I.P. Pavlov,
Plovdiv, Bulgaria) V.1- 1959- Volume(issue)/page/year: 24(4),23,1982
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 4 mg/kg
TOXIC EFFECTS :
Gastrointestinal - changes in structure or function of salivary glands
Behavioral - tremor
Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine.
(Chicago, IL) V.2-10, 1950-54. For publisher information, see AEHLAU.
Volume(issue)/page/year: 9,45,1954
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Administration onto the skin
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 12 mg/kg
TOXIC EFFECTS :
Biochemical - Enzyme inhibition, induction, or change in blood or tissue
levels - true cholinesterase
REFERENCE :
JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub.,
1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76-
Volume(issue)/page/year: 9,491,1982
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Intraperitoneal
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 2 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CJBPAZ Canadian Journal of Biochemistry and Physiology. (Ottawa, Ont.,
Canada) V.32-41, 1954-63. For publisher information, see CJBIAE.
Volume(issue)/page/year: 39,1790,1961
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Subcutaneous
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 1180 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great
Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949-
Volume(issue)/page/year: 19,612,1967
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Intravenous
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 680 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great
Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949-
Volume(issue)/page/year: 19,612,1967
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Administration onto the skin
SPECIES OBSERVED : Rodent - rabbit
DOSE/DURATION : 4700 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
GUCHAZ Guide to the Chemicals Used in Crop Protection. (Information Canada,
171 Slater St., Ottawa, Ont., Canada) Volume(issue)/page/year: 6,353,1973
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Bird - pigeon
DOSE/DURATION : 4210 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ASTTA8 ASTM Special Technical Publication. (American Soc. for Testing
Materials, 1916 Race St., Philadelphia, PA 19103) No.1- 1911-
Volume(issue)/page/year: (680),157,1979
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Bird - quail
DOSE/DURATION : 23700 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ASTTA8 ASTM Special Technical Publication. (American Soc. for Testing
Materials, 1916 Race St., Philadelphia, PA 19103) No.1- 1911-
Volume(issue)/page/year: (680),157,1979
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Intraperitoneal
SPECIES OBSERVED : Rodent - gerbil
DOSE/DURATION : 450 ug/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:
36,195,1976
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Bird - duck
DOSE/DURATION : 4600 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DOEAAH Down to Earth. (Dow Chemical USA, Agricultural Products Dept.,
Midland, MI 48640) V.1- 1945- Volume(issue)/page/year: 35,25,1979
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Administration onto the skin
SPECIES OBSERVED : Bird - duck
DOSE/DURATION : 11 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:
47,451,1979
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Bird - wild bird species
DOSE/DURATION : 1400 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JTCEEM Journal de Toxicologie Clinique et Experimentale. (SPPIF, B.P.22,
F-41353 Vineuil, France) V.5- 1985- Volume(issue)/page/year:
6(3),175,1986
** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 5400 mg/kg/90D-C
TOXIC EFFECTS :
Biochemical - Enzyme inhibition, induction, or change in blood or tissue
levels - true cholinesterase
REFERENCE :
CHYCDW Zhonghua Yufangyixue Zazhi. Chinese Journal of Preventive Medicine.
(China International Book Trading Corp., POB 2820, Beijing, Peop. Rep.
China) Beginning history not known. Volume(issue)/page/year: 20,12,1986
TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 150 mg/kg/60D-C
TOXIC EFFECTS :
Gastrointestinal - other changes
Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine.
(Chicago, IL) V.2-10, 1950-54. For publisher information, see AEHLAU.
Volume(issue)/page/year: 9,45,1954
** MUTATION DATA **
TYPE OF TEST : Mutation in microorganisms
TEST SYSTEM : Bacteria - Salmonella typhimurium
DOSE/DURATION : 2500 ug/plate
REFERENCE :
CHYCDW Zhonghua Yufangyixue Zazhi. Chinese Journal of Preventive Medicine.
(China International Book Trading Corp., POB 2820, Beijing, Peop. Rep.
China) Beginning history not known. Volume(issue)/page/year: 20,12,1986
TYPE OF TEST : Sister chromatid exchange
TEST SYSTEM : Human Lymphocyte
DOSE/DURATION : 2 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE
Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 102,89,1982
*** REVIEWS ***
ACGIH TLV-STEL 0.27 mg/m3 (0.03 ppm) (skin)
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 0.092 mg/m3 (0.01 ppm)
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
AQMOAC Air Quality Monographs. (Washington, DC) No.69-1 - No.75-25,
1969-75(?). Discontinued. Volume(issue)/page/year: #73-19,1973
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:
46,1,1973
TOXICOLOGY REVIEW
DTTIAF Deutsche Tieraerztliche Wochenschrift. (Hanover, Fed. Rep. Ger.)
V.1-77, 1893-1970. Volume(issue)/page/year: 80,485,1973
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
*** U.S. STANDARDS AND REGULATIONS ***
EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION
FEREAC Federal Register. (U.S. Government Printing Office, Supt. of
Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year:
54,7740,1989
OSHA PEL (Gen Indu):8H TWA 0.1 mg/m3 (skin)
CFRGBR Code of Federal Regulations. (U.S. Government Printing Office, Supt.
of Documents, Washington, DC 20402) Volume(issue)/page/year:
29,1910.1000,1994
OSHA PEL (Construc):8H TWA 0.1 mg/m3 (skin)
CFRGBR Code of Federal Regulations. (U.S. Government Printing Office, Supt.
of Documents, Washington, DC 20402) Volume(issue)/page/year:
29,1926.55,1994
OSHA PEL (Shipyard):8H TWA 0.1 mg/m3 (skin)
CFRGBR Code of Federal Regulations. (U.S. Government Printing Office, Supt.
of Documents, Washington, DC 20402) Volume(issue)/page/year:
29,1915.1000,1993
OSHA PEL (Fed Cont):8H TWA 0.1 mg/m3 (skin)
CFRGBR Code of Federal Regulations. (U.S. Government Printing Office, Supt.
of Documents, Washington, DC 20402) Volume(issue)/page/year:
41,50-204.50,1994
*** OCCUPATIONAL EXPOSURE LIMITS ***
OEL-ARAB Republic of Egypt:TWA 0.01 ppm (0.1 mg/m3);Skin JAN 1993
OEL-AUSTRALIA:TWA 0.01 ppm (0.1 mg/m3);STEL 0.03 ppm;Skin JAN 1993
OEL-BELGIUM:TWA 0.01 ppm (0.09 mg/m3);STEL 0.03 ppm;Skin JAN 1993
OEL-DENMARK:TWA 0.01 ppm (0.1 mg/m3);Skin JAN 1993
OEL-FRANCE:TWA 0.01 ppm (0.1 mg/m3);Skin JAN 1993
OEL-GERMANY:TWA 0.01 ppm (0.1 mg/m3);Skin JAN 1993
OEL-THE NETHERLANDS:TWA 0.01 ppm (0.1 mg/m3);Skin JAN 1993
OEL-THE PHILIPPINES:TWA 0.1 mg/m3;Skin JAN 1993
OEL-SWITZERLAND:TWA 0.01 ppm (0.1 mg/m3);Skin JAN 1993
OEL-THAILAND:TWA 0.1 mg/m3 JAN 1993
OEL-UNITED KINGDOM:TWA 0.01 ppm (0.1 mg/m3);STEL 0.03 ppm;Skin 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 PHOSDRIN-air:10H TWA 0.01 ppm;STEL 0.03 ppm (Sk)
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
*** STATUS IN U.S. ***
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JUNE 1998
NIOSH Analytical Method, 1994: Organophosphorus pesticides, 5600
*** END OF RECORD ***