Crotonic acid, 3-hydroxy-, methyl ester, dimethyl phosphate
RTECS #
GQ5250000
CAS #
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
(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 Test | Route/Organism/Tissue | Dose | Reference |
|---|---|---|---|
| mutation in microorganisms | /Salmonella typhimurium | 2500 µg/plate (+enzymatic activation step) | CHYCDW 20,12,1986 |
| sister chromatid exchange | lymphocyte/human | 2 mg/L | MUREAV 102,89,1982 |
Acute Toxicity Data and References
| Route/Organism | Dose | Effect | Reference |
|---|---|---|---|
| inhalation/rat | lethal concentration (50 percent kill): 14 ppm/1H | Behavioral: 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/m3/1H | Lung, 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/kg | TXAPA9 36,195,1976 | |
| intraperitoneal/mouse | lethal dose (50 percent kill): 2 mg/kg | CJBPAZ 39,1790,1961 | |
| intraperitoneal/rat | lethal dose (50 percent kill): 800 µg/kg | APCRAW 4,117,1961 | |
| intravenous/mouse | lethal dose (50 percent kill): 680 µg/kg | JPPMAB 19,612,1967 | |
| oral/duck | lethal dose (50 percent kill): 4600 µg/kg | DOEAAH 35,25,1979 | |
| oral/man | lowest published toxic dose: 700 µg/kg/28D- intermittent | Peripheral Nerve and Sensation: Recording from peripheral motor nerve | TXAPA9 42,351,1977 |
| oral/mouse | lethal dose (50 percent kill): 4 mg/kg | Gastrointestinal: 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/kg | ASTTA8 (680),157,1979 | |
| oral/quail | lethal dose (50 percent kill): 23700 µg/kg | ASTTA8 (680),157,1979 | |
| oral/rat | lethal dose (50 percent kill): 3 mg/kg | DOEAAH 35,25,1979 | |
| oral/wild bird | lethal dose (50 percent kill): 1400 µg/kg | JTCEEM 6(3),175,1986 | |
| skin/duck | lethal dose (50 percent kill): 11 mg/kg | TXAPA9 47,451,1979 | |
| skin/mouse | lethal dose (50 percent kill): 12 mg/kg | Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase | JTEHD6 9,491,1982 |
| skin/mouse | lethal dose (50 percent kill): 40 mg/kg | ENTOX* -,104,2005 | |
| skin/rabbit | lethal dose (50 percent kill): 4700 µg/kg | GUCHAZ 6,353,1973 | |
| skin/rat | lethal dose (50 percent kill): 4200 µg/kg | Behavioral: Tremor Behavioral: Convulsions or effect on seizure threshold Behavioral: Excitement | TXAPA9 2,88,1960 |
| skin/rat | lethal dose (50 percent kill): 4.2 mg/kg | ENTOX* -,104,2005 | |
| subcutaneous/mouse | lethal dose (50 percent kill): 1180 µg/kg | JPPMAB 19,612,1967 | |
| subcutaneous/rat | lethal dose (50 percent kill): 940 µg/kg | FOLMA8 24(4),23,1982 |
Other Multiple Dose Data and References
| Route/Organism | Dose | Effect | Reference |
|---|---|---|---|
| oral/human | lowest published toxic dose: 700 µg/kg/28D- intermittent | Peripheral 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- continuous | Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase | CHYCDW 20,12,1986 |
| oral/rat | lowest published toxic dose: 150 mg/kg/60D- continuous | Gastrointestinal: Other changes Nutritional and Gross Metabolic: Weight loss or decreased weight gain | AMIHBC 9,45,1954 |
Reviews
| Organization | Standard | Reference |
|---|---|---|
| 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 carcinogen | DTLVS* TLV/BEI,2013 |
| TOXICOLOGY REVIEW | AQMOAC #73-19,1973 | |
| TOXICOLOGY REVIEW | RREVAH 46,1,1973 | |
| TOXICOLOGY REVIEW | DTTIAF 80,485,1973 | |
| TOXICOLOGY REVIEW | RREVAH 63,1,1976 | |
| TOXICOLOGY REVIEW | MUTAEX 21,93,2006 | |
| TOXICOLOGY REVIEW | ENTOX* -,104,2005 | |
| TOXICOLOGY REVIEW | FCTOD7 47,2906,2009 | |
| TOXICOLOGY REVIEW | REPTED 31,392,2011 | |
| TOXICOLOGY REVIEW | TXAPA9 268,157,2013 | |
| TOXICOLOGY REVIEW | TXAPA9 270,39,2013 |
Standards and Regulations
| Organization | Standard | Reference |
|---|---|---|
| Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION | FEREAC 54,7740,1989 | |
| Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1998 STATUS OF PESTICIDES | RED Completed | RBREV* -,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 Egypt | time-weighted average 0.01 ppm (0.1 mg/m3), Skin, JAN1993 | |
| Occupational Exposure Limit-AUSTRALIA | time-weighted average 0.01 ppm (0.092 mg/m3), short term exposure limit 0.03 ppm (0.27 mg/m3), JUL2008 | |
| Occupational Exposure Limit-AUSTRIA | MAK-TMW 0.01 ppm (0.1 mg/m3), skin, 2007 | |
| Occupational Exposure Limit-BELGIUM | time-weighted average 0.01 mg/m3 (vapor, aerosol), Skin, MAR2002 | |
| Occupational Exposure Limit-DENMARK | time-weighted average 0.01 ppm (0.1 mg/m3), skin, MAY2011 | |
| Occupational Exposure Limit-FINLAND | time-weighted average 0.01 ppm (0.093 mg/m3), skin, NOV2011 | |
| Occupational Exposure Limit-FRANCE | VME 0.01 ppm (0.1 mg/m3), Skin, FEB2006 | |
| Occupational Exposure Limit-GERMANY | MAK 0.01 ppm (0.093 mg/m3), skin, 2011 | |
| Occupational Exposure Limit-ICELAND | time-weighted average 0.01 ppm (0.1 mg/m3), skin, NOV2011 | |
| Occupational Exposure Limit-KOREA | time-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-MEXICO | time-weighted average 0.01 ppm (0.1 mg/m3);short term exposure limit 0.03 ppm (skin), 2004 | |
| Occupational Exposure Limit-NEW ZEALAND | time-weighted average 0.01 ppm (0.092 mg/m3), skin, JAN2002 | |
| Occupational Exposure Limit-NORWAY | time-weighted average 25 ppm (125 mg/m3), JAN1999 | |
| Occupational Exposure Limit-PERU | time-weighted average 0,001 ppm (0,01 mg/m3), JUL2005 | |
| Occupational Exposure Limit-SWITZERLAND | MAK-week 0.01 ppm (0.1 mg/m3), KZG-week 0.02 ppm (0.2 mg/m3), skin, JAN2011 | |
| Occupational Exposure Limit-THAILAND | time-weighted average 0.1 mg/m3, JAN1993 | |
| Occupational Exposure Limit-THE NETHERLANDS | MAC-TGG 0.1 mg/m3, Skin, 2003 | |
| Occupational Exposure Limit-THE PHILIPPINES | time-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
| Organization | Standard | Reference |
|---|---|---|
| National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO PHOSDRIN-air | 10H time-weighted average 0.01 ppm;short term exposure limit 0.03 ppm (Sk) | NIOSH* DHHS #92-100,1992 |
Status in Federal Agencies
| Organization | Reference |
|---|---|
| EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001 | |
| NIOSH Analytical Method, 1994: Organophosphorus pesticides, 5600 |
Page last reviewed: November 16, 2018
Content
source: National Institute for Occupational Safety and Health