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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

December 2016

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
TOXICOLOGY REVIEWTXAPA9 268,157,2013
TOXICOLOGY REVIEWTXAPA9 270,39,2013

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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