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Registry of Toxic Effects of Chemical Substances (RTECS)

Crotonic acid, 3-hydroxy-, methyl ester, dimethyl phosphate

RTECS #

GQ5250000

CAS #

7786-34-7

Updated

September 201

Molecular Weight

224.17

Molecular Formula

C7H13O6P

Synonyms

(2-Methoxycarbonyl-1-methyl-vinyl)-dimethyl-fosfaat (Dutch)
(2-Methoxycarbonyl-1-methyl-vinyl)-dimethyl-phosphat (German)
(2-Metossicarbonil-1-metil-vinil)-dimetil-fosfato (Italian)
1-Methoxycarbonyl-1-propen-2-yl dimethyl phosphate
2-Butenoic acid, 3-((dimethoxyphosphinyl)oxy)-, methyl ester (9CI)
2-Carbomethoxy-1-methyl-vinyl dimethyl phosphare
2-Carbomethoxy-1-methylvinyl dimethyl phosphate
2-Carbomethoxy-1-propen-2-yl dimethyl phosphate
2-Methoxycarbonyl-1-methylvinyl dimethyl phosphate
3-((Dimethoxyphosphinyl)oxy)-2-butenoic acid methyl ester
3-Hydroxycrotonic acid methyl ester dimethyl phosphate
alpha-2-Carbomethoxy-1-methylvinyl dimethyl phosphate
CMDP
Dimethyl (1-methoxycarboxypropen-2-yl)phosphate
Dimethyl 2-methoxycarbonyl-1-methylvinyl phosphate
Dimethyl methoxycarbonylpropenyl phosphate
Dimethyl-1-carbomethoxy-1-propen-2-yl phosphate
ENT 22,374
Fosdrin
Gesfid
Meniphos
Methyl 3-(dimethoxyphosphinyloxy)crotonate
Mevinfos (Dutch)
Mevinphos
Mevinphos (ACGIH:OSHA)
O,O-Dimethyl O-(1-methyl-2-carboxyvinyl) phosphate
O,O-Dimethyl-O-(2-carbomethoxy-1-methylvinyl) phosphate
O,O-Dimethyl-O-2-methoxycarbonyl-1-methyl-vinyl-phosphat (German)
PD 5 (pesticide)
Phosdrin (OSHA)
Phosphate de dimethyle et de 2-methoxycarbonyl-1 methylvinyle (French)
Phosphoric acid, (1-methoxycarboxypropen-2-yl) dimethyl ester
Phosphoric acid, dimethyl ester, ester with methyl 3-hydroxycrotonate

Mutation Data and Reference

System TestRoute/Organism/TissueDoseReference
mutation in microorganisms/Salmonella typhimurium2500 µg/plate (+enzymatic activation step)CHYCDW 20,12,1986
sister chromatid exchangelymphocyte/human2 mg/LMUREAV 102,89,1982

Acute Toxicity Data and References

Route/OrganismDoseEffectReference
inhalation/rat lethal concentration (50 percent kill): 14 ppm/1HBehavioral: Tremor

Lung, Thorax, or Respiration: Acute pulmonary edema

Gastrointestinal: Changes in structure or function of salivary glands		AMIHBC 9,45,1954
inhalation/rat lethal concentration (50 percent kill): 0.125 gm/m3/1HLung, Thorax, or Respiration: Acute pulmonary edema

Gastrointestinal: Changes in structure or function of salivary glands		ENTOX* -,104,2005
intraperitoneal/gerbil lethal dose (50 percent kill): 450 µg/kgTXAPA9 36,195,1976
intraperitoneal/mouse lethal dose (50 percent kill): 2 mg/kgCJBPAZ 39,1790,1961
intraperitoneal/rat lethal dose (50 percent kill): 800 µg/kgAPCRAW 4,117,1961
intravenous/mouse lethal dose (50 percent kill): 680 µg/kgJPPMAB 19,612,1967
oral/duck lethal dose (50 percent kill): 4600 µg/kgDOEAAH 35,25,1979
oral/man lowest published toxic dose: 700 µg/kg/28D- intermittentPeripheral Nerve and Sensation: Recording from peripheral motor nerveTXAPA9 42,351,1977
oral/mouse lethal dose (50 percent kill): 4 mg/kgGastrointestinal: Changes in structure or function of salivary glands

Behavioral: Tremor

Lung, Thorax, or Respiration: Respiratory depression		AMIHBC 9,45,1954
oral/pigeon lethal dose (50 percent kill): 4210 µg/kgASTTA8 (680),157,1979
oral/quail lethal dose (50 percent kill): 23700 µg/kgASTTA8 (680),157,1979
oral/rat lethal dose (50 percent kill): 3 mg/kgDOEAAH 35,25,1979
oral/wild bird lethal dose (50 percent kill): 1400 µg/kgJTCEEM 6(3),175,1986
skin/duck lethal dose (50 percent kill): 11 mg/kgTXAPA9 47,451,1979
skin/mouse lethal dose (50 percent kill): 12 mg/kgBiochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesteraseJTEHD6 9,491,1982
skin/mouse lethal dose (50 percent kill): 40 mg/kgENTOX* -,104,2005
skin/rabbit lethal dose (50 percent kill): 4700 µg/kgGUCHAZ 6,353,1973
skin/rat lethal dose (50 percent kill): 4200 µg/kgBehavioral: Tremor

Behavioral: Convulsions or effect on seizure threshold

Behavioral: Excitement		TXAPA9 2,88,1960
skin/rat lethal dose (50 percent kill): 4.2 mg/kgENTOX* -,104,2005
subcutaneous/mouse lethal dose (50 percent kill): 1180 µg/kgJPPMAB 19,612,1967
subcutaneous/rat lethal dose (50 percent kill): 940 µg/kgFOLMA8 24(4),23,1982

Other Multiple Dose Data and References

Route/OrganismDoseEffectReference
oral/human lowest published toxic dose: 700 µg/kg/28D- intermittentPeripheral Nerve and Sensation: Recording from peripheral motor nerve

Blood: Other changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase		HBPTO* 2,1069,2001
oral/rat lowest published toxic dose: 5400 mg/kg/90D- continuousBiochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesteraseCHYCDW 20,12,1986
oral/rat lowest published toxic dose: 150 mg/kg/60D- continuousGastrointestinal: Other changes

Nutritional and Gross Metabolic: Weight loss or decreased weight gain		AMIHBC 9,45,1954

Reviews

OrganizationStandardReference
American Conference of Governmental Industrial Hygienists (ACGIH)Threshold Limit Value-short term exposure limit 0.01 mg/m3 (inhal, vapor, skin)DTLVS* TLV/BEI,2013
American Conference of Governmental Industrial Hygienists (ACGIH)Threshold Limit Value-Not classifiable as a human carcinogenDTLVS* TLV/BEI,2013
TOXICOLOGY REVIEWAQMOAC #73-19,1973
TOXICOLOGY REVIEWRREVAH 46,1,1973
TOXICOLOGY REVIEWDTTIAF 80,485,1973
TOXICOLOGY REVIEWRREVAH 63,1,1976
TOXICOLOGY REVIEWMUTAEX 21,93,2006
TOXICOLOGY REVIEWENTOX* -,104,2005
TOXICOLOGY REVIEWFCTOD7 47,2906,2009
TOXICOLOGY REVIEWREPTED 31,392,2011

Standards and Regulations

OrganizationStandardReference
Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATIONFEREAC 54,7740,1989
Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1998 STATUS OF PESTICIDESRED CompletedRBREV* -,134,1998
Occupational Exposure Limit IN ARGENTINA, BULGARIA, COLOMBIA, JORDAN check ACGIH TLV;
Occupational Exposure Limit IN SINGAPORE, VIETNAM check ACGIH TLV
Occupational Exposure Limit-ARAB Republic of Egypttime-weighted average 0.01 ppm (0.1 mg/m3), Skin, JAN1993
Occupational Exposure Limit-AUSTRALIAtime-weighted average 0.01 ppm (0.092 mg/m3), short term exposure limit 0.03 ppm (0.27 mg/m3), JUL2008
Occupational Exposure Limit-AUSTRIAMAK-TMW 0.01 ppm (0.1 mg/m3), skin, 2007
Occupational Exposure Limit-BELGIUMtime-weighted average 0.01 mg/m3 (vapor, aerosol), Skin, MAR2002
Occupational Exposure Limit-DENMARKtime-weighted average 0.01 ppm (0.1 mg/m3), skin, MAY2011
Occupational Exposure Limit-FINLANDtime-weighted average 0.01 ppm (0.093 mg/m3), skin, NOV2011
Occupational Exposure Limit-FRANCEVME 0.01 ppm (0.1 mg/m3), Skin, FEB2006
Occupational Exposure Limit-GERMANYMAK 0.01 ppm (0.093 mg/m3), skin, 2011
Occupational Exposure Limit-ICELANDtime-weighted average 0.01 ppm (0.1 mg/m3), skin, NOV2011
Occupational Exposure Limit-KOREAtime-weighted average 0.01 ppm (0.1 mg/m3), short term exposure limit 0.03 ppm (0.3 mg/m3), skin, 2006
Occupational Exposure Limit-MEXICOtime-weighted average 0.01 ppm (0.1 mg/m3);short term exposure limit 0.03 ppm (skin), 2004
Occupational Exposure Limit-NEW ZEALANDtime-weighted average 0.01 ppm (0.092 mg/m3), skin, JAN2002
Occupational Exposure Limit-NORWAYtime-weighted average 25 ppm (125 mg/m3), JAN1999
Occupational Exposure Limit-PERUtime-weighted average 0,001 ppm (0,01 mg/m3), JUL2005
Occupational Exposure Limit-SWITZERLANDMAK-week 0.01 ppm (0.1 mg/m3), KZG-week 0.02 ppm (0.2 mg/m3), skin, JAN2011
Occupational Exposure Limit-THAILANDtime-weighted average 0.1 mg/m3, JAN1993
Occupational Exposure Limit-THE NETHERLANDSMAC-TGG 0.1 mg/m3, Skin, 2003
Occupational Exposure Limit-THE PHILIPPINEStime-weighted average 0.1 mg/m3, Skin, JAN1993
Occupational Safety and Health Administration (OSHA) Permissible Exposure Limit (Construction)8H time-weighted average 0.1 mg/m3 (skin)CFRGBR 29,1926.55,1994
Occupational Safety and Health Administration (OSHA) Permissible Exposure Limit (Federal Contractors)8H time-weighted average 0.1 mg/m3 (skin)CFRGBR 41,50-204.50,1994
Occupational Safety and Health Administration (OSHA) Permissible Exposure Limit (General Industry)8H time-weighted average 0.1 mg/m3 (skin)CFRGBR 29,1910.1000,1994
Occupational Safety and Health Administration (OSHA) Permissible Exposure Limit (Shipyards)8H time-weighted average 0.1 mg/m3 (skin)CFRGBR 29,1915.1000,1993

NIOSH Documentation and Surveillance

OrganizationStandardReference
National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO PHOSDRIN-air10H time-weighted average 0.01 ppm;short term exposure limit 0.03 ppm (Sk)NIOSH* DHHS #92-100,1992

Status in Federal Agencies

OrganizationReference
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001
NIOSH Analytical Method, 1994: Organophosphorus pesticides, 5600

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