Phosphoramidic acid, methyl-, 4-tert-butyl-2-chlorophenyl methyl ester

RTECS #

TB3850000

CAS #

299-86-5
See: NMAM or OSHA Methods

Updated

September 2013

Molecular Weight

291.74

Molecular Formula

C₁₂H₁₉ClNO₃P

Synonyms

4-t-Butyl-2-chlorophenyl methyl methylphosphoramidate
4-Tert. butyl 2-chlorophenyl methylphosphoramidate de methyle (French)
Amidofos
Amidophos
Crufomat
Crufomate
Crufomate (ACGIH)
Crufomate A
Dowco 132
ENT 25,602-X
M-1261
Methylphosphoramidic acid, 4-t-butyl-2-chlorophenyl methyl ester
Montrel
O-(4-Tert butyl-2-chloor-fenyl)-O-methyl-fosforzuur-N-methyl-amide (Dutch)
O-(4-tert-Butyl-2-chlorophenyl) O-methyl N-methylamido phosphate
O-(4-Tert-butyl-2-chlor-phenyl)-O-methyl-phosphorsaeure-N-methylamid (German)
O-(4-Terz.-butil-2-cloro-fenil)-O-metil-fosforammide (Italian)
O-Methyl O-2-chloro-4-tert-butylphenyl N-methylamidophosphate
Phenol, 4-t-butyl-2-chloro-, ester with methyl methylphosphoramidate
Phosphoramidic acid, 4-tert-butyl-2-chlorophenylphosphoramidate
Phosphoramidic acid, methyl-, 2-chloro-4-(1,1-dimethylethyl)phenyl methyl ester
Ruelene
Ruelene 25E
Ruelene drench
Rulene

Reproductive Effects Data and References

Route/Organism	Dose	Effect	Reference
skin/mouse	100 mg/kg (2D prior to copulation)	Reproductive: Effects on fertility: Mating performance (e.g., # sperm positive females per # females mated; # copulations per # estrus cycles) Reproductive: Effects on fertility: Female fertility index (e.g., # females pregnant per # sperm positive females; # females pregnant per # females mated)	JPFCD2 13,169,1978
skin/mouse	100 mg/kg (2D prior to copulation)	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)	JPFCD2 16,141,1981
skin/mouse	200 mg/kg (2D prior to copulation)	Reproductive: Effects on newborn: Live birth index (Litter size (e.g., # fetuses per litter; measured after birth)	JPFCD2 16,141,1981

Acute Toxicity Data and References

Route/Organism	Dose	Effect	Reference
inhalation/rat	Lowest published lethal concentration: 12 mg/m³/4H		85GMAT -,29,1982
oral/Dog	lethal dose (50 percent kill): 1 gm/kg		VTYMAC 74,1119,1979
oral/guinea pig	lethal dose (50 percent kill): 1 gm/kg	Autonomic Nervous System: Other (direct) parasympathomimetic Gastrointestinal: Hypermotility, diarrhea Kidney, Ureter, and Bladder: Urine volume increased	FCTXAV 6,185,1968
oral/mammal (species unspecified)	lethal dose (50 percent kill): 251 mg/kg	Behavioral: Somnolence (general depressed activity) Behavioral: Food intake (animal) Behavioral: Muscle contraction or spasticity	VETNAL 54(12),94,1978
oral/rabbit	lethal dose (50 percent kill): 400 mg/kg		28ZEAL 5,59,1976
oral/rat	lethal dose (50 percent kill): 460 mg/kg		TXAPA9 14,515,1969
oral/wild bird	lethal dose (50 percent kill): 100 mg/kg		TXAPA9 21,315,1972
skin/rabbit	lethal dose (50 percent kill): 2 gm/kg		SPEADM 78-1,37,1978
subcutaneous/guinea pig	lowest published lethal dose: 50 mg/kg		STCC**
unreported route/rat	lethal dose (50 percent kill): 770 mg/kg		30ZDA9 -,317,1971

Other Multiple Dose Data and References

Route/Organism	Dose	Effect	Reference
oral/Dog	lowest published toxic dose: 36 gm/kg/2Y- continuous	Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase	FCTXAV 6,185,1968
oral/rat	lowest published toxic dose: 44 gm/kg/2Y- continuous	Musculoskeletal: Other changes Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase Related to Chronic Data: Changes in testicular weight	FCTXAV 6,185,1968

Reviews

Organization	Standard	Reference
American Conference of Governmental Industrial Hygienists (ACGIH)	Threshold Limit Value-time-weighted average 5 mg/m³	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		RREVAH 46,1,1973
TOXICOLOGY REVIEW		RREVAH 63,1,1976

Standards and Regulations

Organization	Standard	Reference
Occupational Exposure Limit IN ARGENTINA, BULGARIA, COLOMBIA, JORDAN check ACGIH TLV;
Occupational Exposure Limit IN SINGAPORE, VIETNAM check ACGIH TLV
Occupational Exposure Limit-AUSTRALIA	time-weighted average 5 mg/m³, JUL2008
Occupational Exposure Limit-AUSTRIA	MAK-TMW 5 mg/m³;KZW 10 mg/m³, inhal, skin, 2007
Occupational Exposure Limit-BELGIUM	time-weighted average 5 mg/m³, MAR2002
Occupational Exposure Limit-DENMARK	time-weighted average 5 mg/m³, MAY2011
Occupational Exposure Limit-FRANCE	VME 5 mg/m³, FEB2006
Occupational Exposure Limit-ICELAND	time-weighted average 5 mg/m³, NOV2011
Occupational Exposure Limit-KOREA	time-weighted average 5 mg/m³, short term exposure limit 20 mg/m³, 2006
Occupational Exposure Limit-MEXICO	time-weighted average 5 mg/m³;short term exposure limit 20 mg/m³, 2004
Occupational Exposure Limit-NEW ZEALAND	time-weighted average 5 mg/m³, JAN2002
Occupational Exposure Limit-PERU	time-weighted average 5 mg/m³, JUL2005
Occupational Exposure Limit-RUSSIA	short term exposure limit 0.5 mg/m³, Skin, JUN2003
Occupational Exposure Limit-SWITZERLAND	MAK-week 5 mg/m³, JAN2011
Occupational Exposure Limit-THE NETHERLANDS	MAC-TGG 5 mg/m³, 2003

NIOSH Documentation and Surveillance

Organization	Standard	Reference
National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO CRUFOMATE-air	10H time-weighted average 5 mg/m³;short term exposure limit 20 mg/m³	NIOSH* DHHS #95-121,1995

Page last reviewed: November 16, 2018

Content source: National Institute for Occupational Safety and Health