Tri-m-cresyl phosphate
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Tri-m-cresyl phosphate
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CAS No:
563-04-2
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Formula:
C21H21O4P
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Chemical Name:
Tri-m-cresyl phosphate
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Synonyms:
Phosphoric acid,tris(3-methylphenyl) ester;Phosphoric acid,tri-m-tolyl ester;m-Tolyl phosphate,(C7H7O)3PO;Tris-m-cresyl phosphate;Tri-m-tolyl phosphate;Tris(m-tolyl) phosphate;TMCP;Tri-m-cresyl phosphate;Tris(3-methylphenyl) phosphate;NSC 4055
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CAS No:
Description
CLEAR VERY SLIGHTLY YELLOW TO PINK LIQUID
Wax. When mixed with its isomers (ortho and meta ), the result is a colorless, odorless liquid. (NTP, 1992)
Wax. When mixed with its isomers (ortho and meta ), the result is a colorless, odorless liquid. (NTP, 1992)
Tri-m-cresyl phosphate Basic Attributes
368.363
368.36
209-241-8
W09Q34ON6J
4055
2574
DTXSID4026216
Wax
2919900090
Characteristics
54.57000
5.48
Wax. When mixed with its isomers (ortho and meta ), the result is a colorless, odorless liquid. (NTP, 1992)
1.150 g/cm3 @ Temp: 25 °C
25.5 °C
260 °C @ Press: 15 Torr
234.3±48.8 °C
1.581
Insoluble in water; slightly soluble in ethanol; soluble in ethyl ether; very soluble in carbon tetrachloride
Tricresyl phosphates should be stored in a cool, well ventilated area, protected from direct sunlight and away from open flames. Containers should be made of galvanized steel; these should be effectively sealed and their contents clearly marked. Tricresyl phosphates should not be used in plastic articles which are likely to come into contact with foodstuffs or clothing. /Tricresyl phosphates/
7.8X10-7 mm Hg at 25 deg C (est)
8.30e-05 atm-m3/mole|Henry's Law constant = 1.0X10-6atm-cu m/mol at 25 °C (est)
188.56 Ų [M+H]+
Hydroxyl radical reaction rate constant = 2.9X10-11 cu cm/molecule-sec at 25 °C (est)
May hydrolyze under alkaline conditions. (NTP, 1992). Insoluble in water.
Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Organophosphates, such as TRI-M-CRESYL PHOSPHATE, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.
Safety Information
III
UN 3082
51/53-21/22
61-28A
N: Dangerous for the environment;Xn: Harmful;
Stable, non-volatile /Tricresyl phosphate/
P264, P270, P273, P280, P301+P312, P302+P352, P312, P322, P330, P363, P391, P501
H302+H312
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.|Absorb with paper towels. Place in a plastic bag. Burn in ... furnace. /Tricresyl phosphate/
Combustible (NTP, 1992)
|Warning|H302+H312 (52.78%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]|P264, P270, P273, P280, P301+P312, P302+P352, P312, P322, P330, P363, P391, and P501|Aggregated GHS information provided by 73 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H361f: Suspected of damaging fertility [Warning Reproductive toxicity]|P201, P202, P260, P281, P308+P313, P314, P405, and P501
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with toluene followed by washing with a strong soap and water solution. Do no reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. RECOMMENDED GLOVE MATERIALS: Permeation data indicate that neoprene gloves may provide protection to contact with this compound. Neoprene over latex gloves is recommended. However, if this chemical makes direct contact with your gloves, or if a tear, puncture or hole develops, remove them at once. (NTP, 1992)|Wear safety glasses, gas mask, long-sleeve coveralls with tight collars and cuffs, gloves, and boots. /Tricresyl phosphate/|Respiratory protection (supplied-air respirator with full facepiece or self-contained breathing apparatus) should be available where these compounds are manufactured or used and should be worn in case of emergency and overexposure. /Phosphorus compounds/
Extinguish with dry chemical, foam, or carbon dioxide. Water may be ineffective on fire. Cool exposed containers with water. /Tricresyl phosphate/
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|Prolonged skin or mucous membrane contact should be avoided by use of mechanized processes, protective clothing (including gloves and goggles) and barrier creams; in addition, scrupulous personal hygiene should be encouraged ... /Tricresyl phosphates/|Where a process entails the heating of tricresyl phosphate, exhaust ventilation should be installed to collect vapors at source or, under special circumstances, workers may be required to wear respiratory protective equipment; a high standard of general ventilation for the workplace is also necessary, and atmospheric determinations should be carried out at regular intervals to ensure that the concentration of tri-o-cresyl phosphate in air is maintained below recommended permissible levels. /Tricresyl phosphates/|Workers should not be allowed to eat, drink or smoke at the workplace. /Tricresyl phosphates/|... Ingestion must be prevented & breathing of vapors must not be continuous ... /isomeric mixt/
Vapors may irritate eyes, but only at high temperatures. /Tricresyl phosphate/
The concentration of tri-m-cresyl phosphate in wastewater discharged from industrial machinery complex into the Kurose River, Hiroshima, Japan, ranged from 0.09 to 0.51 ug/L. The concentration of tri-m-cresyl phosphate in domestic wastewater from Hiroshima, Japan ranged from 0.11 to 0.32 ug/L(1).
Tri-m-cresyl phosphate was detected in bottom sediment from the Kurose River, Japan at concentrations ranging from 0.01 ug/g in April 1992 to 0.07 ug/g in October 1992. Tri-m-cresyl phosphate was also detected in suspended sediment from the Kurose River, Japan at concentrations of 0.11, 0.06, and 0.08 ug/l in October 1992, January 1992, and April 1992, respectively(1).
URBAN/SUBURBAN: Tri-m-cresyl phosphate concentrations of 0.039 to 0.085 ng/cu m were detected in atmospheric samples collected from the Kurose river basin Japan during 1995 monitoring(1).|... TRITOLYL PHOSPHATE CONCN IN AIR OF FACTORY WHERE 3 CASES OF POLYNEURITIS OCCURRED ... & VARIOUS SAMPLES TAKEN IN THIS ATMOSPHERE SHOWED CONCN BETWEEN 0.55 MG/CU M & 1.66 MG/CU M. /ISOMERIC MIXT/
A tri-m-cresyl phosphate concentration of 122 ng/cu m was detected in exhaust gases from a gasoline automotive engine and 123 ng/cu m in exhaust gases from a diesel automotive engine(1). Tri-o-cresyl phosphate concentrations of 312 and 160 ng/cu m were detected in exhaust gases from a two-cycle and 4-cycle motorcycle engine, respectively(1).
Toxicity
LD50 Chicken oral greater than 2000 mg/kg|LD50 Rabbit oral greater than 3000 mg/kg
/AQUATIC SPECIES/ Rainbow trout exposed to lubricating oil composed of triaryl phosphate developed symptoms of chronic poisoning. Activities of glutamic-oxaloacetic transaminase and lactate dehydrogenase in serum were elevated and internal fatty tissues became discolored. /Triaryl phosphates/
Tri-m-cresyl phophate was not mutagenic in S. typhimurium strains TA100, TA1535, TA1537, TA98 with or without S9 activation.
Tri-m-cresyl phosphate's production and use as a plasticizer in vinyl plastic manufacture, as a flame retardant, gasoline additive, heat exchange medium, solvent for nitrocellulose, and in hydraulic fluids(1,2) may result in its release to the environment through various waste streams(SRC). Rainfall and runoff from agricultural plastic films has been identified as a source of environmental release of tri-m-cresyl phoshate(3,4). Tri-m-cresyl phosphate has been detected in exhaust gases from gasoline, diesel and motorcycle engines(5).
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 4.4X10+4(SRC), determined from a structure estimation method(2), indicates that tri-m-cresyl phosphate is expected to be immobile in soil(SRC). Volatilization of tri-m-cresyl phosphate from moist soil surfaces is expected occur(SRC) given an estimated Henry's Law constant of 1.0X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(2). However, adsorption to soil is expected to attenuate volatilization. Tri-m-cresyl phosphate is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 7.8X10-7 mm Hg(SRC), determined from a fragment constant method(2). Biodegradation of tri-m-cresyl phosphate in soil is expected to be an important fate process(SRC), based on its ready biodegradability in water and sediments(3-5).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 4.4X10+4(SRC), determined from a structure estimation method(2), indicates that tri-m-cresyl phosphate is expected to adsorb to suspended solids and sediment in water(SRC). Tri-m-cresyl phosphate has been observed to adsorb to sediment in the water column and precipitate to the bottom in sorption studies(3). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 1.0X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 70 and 518 days, respectively(SRC). Strong adsorption to sediment may attenuate the rate of volatilization(SRC). According to a classification scheme(5), bioconcentration factors of 784 and 596 determined in rainbow trout and fathead minnows(6), suggest that bioconcentration in aquatic organisms is high(SRC). A base-catalyzed second-order hydrolysis rate constant of 0.12 L/mole-sec(SRC) and a neutral hydrolysis rate constant 6.5X10-7/day were estimated using a structure estimation method(1); this corresponds to half-lives of 1.8 years, 66 days, 6.6 days and 16 hours at pH values of 7, 8, 9 and 10, respectively(2). The half-life of tri-m-cresyl phosphate in lake water, river water and sediment bottoms has been observed to range from less than 4 days to 16 days with biodegradation being the prime fate process(7-10).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tri-m-cresyl phosphate, which has an estimated vapor pressure of 7.8X10-7 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase tri-m-cresyl phosphate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 13 hours(SRC), calculated from its rate constant of 2.9X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). Monitoring studies have observed that tri-m-cresyl phosphate is removed from the atmosphere by both wet and dry deposition(3). Tri-m-cresyl phosphate does not absorb UV wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).
The rate constant for the vapor-phase reaction of tri-m-cresyl phosphate with photochemically-produced hydroxyl radicals has been estimated as 2.9X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 13 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Phosphoric acid esters are susceptible to hydrolysis(2). The hydrolysis half-life of tri-m-cresyl phosphate in pH 13 (0.1 N sodium hydroxide:acetone (1:1)) at 22 °C was 1.31 hours(3). A base-catalyzed second-order hydrolysis rate constant of 0.12 L/mole-sec(SRC) and a neutral hydrolysis rate constant 6.5X10-7/day were estimated using a structure estimation method(1); this corresponds to half-lives of 1.8 years, 66 days, 6.6 days and 16 hours at pH values of 7, 8, 9 and 10, respectively(1). The UV spectra of triaryl phosphates do not show absorbance above 290 nm(4), indicating direct photolysis will not be an important fate process(SRC).
Bioconcentration factors for C-14 tri-m-cresyl phosphate, determined by total radioactivity, in rainbow trout and fathead minnows using short-term static exposure were 784 and 596, respectively(1). According to a classification scheme(2), these BCF values suggests bioconcentration in aquatic organisms is high(SRC). 70 days after addition of C14 tri-m-cresyl phosphate to an artificial pond, Chironomid larvae collected from the bottom sediments had accumulated C14 tri-m-cresyl phosphate at a level of 6.7 ug/g(3). After 360 days radioactivity was still detectable in larvae at an average tri-m-cresyl phosphate concentration of 0.8 ug/g(3). A maximum concentration of 7.3 ug/g C14 tri-m-cresyl phosphate was observed in fathead minnows 8 hours after the chemical's application to the artificial pond, this represents a concentration factor of about 348(3). Depuration half-lives of tricresyl phosphate isomers range from 4 to 6 days(4) indicating that tri-m-cresyl phosphate is expected to rapidly decrease in concentration when aquatic organisms are removed from contaminated water(SRC).
Using a structure estimation method based on molecular connectivity indices(1), the Koc for tri-m-cresyl phosphate can be estimated to be 4.4X10+4(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that tri-m-cresyl phosphate is expected to be immobile in soil(SRC). Tri-m-cresyl phosphate was found to adsorb strongly to clay minerals in sorption tests(3). Using bottom sediment from a river, tri-m-cresyl phosphate was found to adsorb strongly to the sediment with a Freundlich isotherm constant of 364(4); it was further observed that tri-m-cresyl phosphate in the water column adsorbed to sediment and precipitated to the bottom(4).
The Henry's Law constant for tri-m-cresyl phosphate is estimated as 1.X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that tri-m-cresyl phosphate is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 70 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 518 days(SRC). The volatilization half-life from an environmental pond 2 m deep is estimated to be about 2 years ignoring adsorption(3); the volatilization half-life from a model pond is greater than 10 years when adsorption is considered(3). Tri-m-cresyl phosphate's Henry's Law constant indicates that volatilization from moist soil surfaces is expected to occur(SRC). However, adsorption to soil is expected to attenuate volatilization. Tri-m-cresyl phosphate is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 7.86X10-7 mm Hg at 25 °C(SRC), determined from a fragment constant method(1).
SURFACE WATER: Tri-m-cresyl phosphate was detected in river water from the Kurose River, Japan at concentrations of 0.46, 0.04 and 0.027 ug/L in October, January and April 1992, respectively(1).|RAIN/SNOW: Tri-m-cresyl phosphate was detected in snow and rain near Hiroshima, Japan at concentrations of 0.095 ug/L and 0.061 ug/L, respectively(1). Tri-m-cresyl phosphate was detected in rain near the Kurose basin Japan at a concentrations of 0.015-0.038 ug/L(2).
Occupational exposure may occur through dermal contact with tri-m-cresyl phosphate at workplaces where it is produced or used. Monitoring and use data indicate that the general population may be exposed to tri-m-cresyl phosphate via inhalation of ambient air, ingestion of food and drinking water, and dermal contact with consumer products containing tri-m-cresyl phosphate. (SRC)|/IN MFR PROCESS/ IF PRECAUTIONS ARE NOT TAKEN ... EXPOSURE TO HYDROGEN CHLORIDE & PHOSPHORUS OXYCHLORIDE FUMES, WHILE PURIFICATION OF PHOSPHORIC ESTERS AS WELL AS CLEANING & MAINTENANCE OF VESSELS INVOLVE DANGER OF EXPOSURE TO VAPORS & MISTS OF TRITOLYL PHOSPHATE. /ISOMERIC MIXT/|Intoxication during production of tricresyl phosphate is a rare occurrence since the process is totally enclosed, and most cases of occupational poisoning occur during the industrial use of the product. /Isomeric mixt/
Drug Information
The distribution and excretion of (14)C-labeled isomerically pure tri-o-, tri-m- and tri-p-cresyl phosphates has been examined in F344/N rats... Groups of male rats were administered 2, 20, or 200 mg/kg of the respective (14)C-labeled isomerically pure tricresyl phosphate in corn oil by gavage, or 20 mg/kg was administered intravenously. All three compounds were well absorbed after oral administration; however, the pattern of excretion of each of the three triesters was different. Tri-o-cresyl phosphate was excreted primarily in the urine with approximately 70% of the label appearing in urine and 20% in feces within 24 hours for all three dose levels administered. Tri-m-cresyl phosphate was excreted primarily in the feces at all four dose levels administered (0.5, 2, 20, or 200 mg/kg); however, as the dose increased the percentage excreted in the feces also increased and that excreted in urine decreased. Tri-p-cresyl phosphate exhibited yet a different excretion pattern; at low doses (0.5 or 2 mg/kg) the primary route of excretion was the urine, whereas at higher doses (20 or 200 mg/kg) the primary route of excretion was the feces. Evaluation of biliary excretion following intravenous administration indicated that after administration of 2 or 20 mg/kg tri-o-cresyl phosphate or tri-m-cresyl phosphate approximately 40% to 60% of the label was excreted in the bile within the first 6 hours. However, tri-p-cresyl phosphate exhibited a dose dependent increase which represented an approximate doubling of biliary excretion between the 2 mg/kg and 20 mg/kg doses. The percentage of administered label appearing in feces was less than that excreted in bile for all three triesters, suggesting that substantial enterohepatic recycling occurs. Within 3 days after administration essentially 100% of the label of all three isomers had been excreted. All three isomers were rapidly distributed to muscle and liver and then redistributed to adipose tissue and skin; however, the parent compounds were rapidly cleared with no tendency to bioaccumulate in specific organs or tissues. Within 12 hours of dermal administration of a 50 mg/kg dose of (14)C-tri-o-cresyl phosphate to the intrascapular region of cats, 73% of the radioactivity had disappeared from the site of application, and within 24 hours it reached its maximum concentration in all organs and tissues examined... Within 10 days after administration, 28% of the applied radio activity had been excreted in the urine and 20% in the feces. Although studies of skin absorption have not been conducted with other isomeric tricresyl phosphate esters, the similarity of structure and physical properties (solubility, etc.) make it likely that these compounds are also absorbed through the skin.|After a single oral dose (500 mg/kg) of tri- m-cresyl phosphate (TMCP) or TPCP to rabbits, 92% of TMCP and 95% of TPCP was eliminated in the feces within 4 days...|... TRI-METATOLYL ... PHOSPHATES ... ABSORBED WITH DIFFICULTY BY HUMAN BODY (DIGESTIVE ROUTE & VIA SKIN).|... /TRITOLYL PHOSPHATE/ CAN NORMALLY PENETRATE INTO BODY BY INGESTION OF LIQ OR SPRAY IN ATMOSPHERE & BY CUTANEOUS ABSORPTION. ... IT SEEMS THAT ONLY PHOSPHATES CONTAINING ORTHO-SUBSTITUTED PHENOL ARE ABSORBED THROUGH SKIN. /ISOMERIC MIXT/
SYMPTOMS: Prodromal*symptoms: nausea, vomiting; abdominal pain, diarrhea. Following symptoms may develop after 3-28 days incubation period; nontender enlargement of right and left parotid glands; coldness and sweating of both hands and legs. Muscular pain and cramping of both hands and legs; parethesias of extremities; muscular tremor; symmetrical polyneuritis. ACUTE/CHRONIC HAZARDS: Toxic. Hazardous decomposition products. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, administer a slurry of activated charcoal in water and simultaneously call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Tri-Ortho-Cresyl Phosphate (TOCP) and Related Compounds/|Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Tri-Ortho-Cresyl Phosphate (TOCP) and Related Compounds/|Advanced treatment: Use proparacaine hydrochloride to assist eye irrigation ... . /Tri-Ortho-Cresyl Phosphate (TOCP) and Related Compounds/
/SIGNS AND SYMPTOMS/ ... CHRONIC TOXICITY OF TRITOLYL PHOSPHATE, WHEN THERE WAS SIMULTANEOUS INHALATION & CUTANEOUS ABSORPTION. MAIN SYMPTOMS WERE HYPERHYDROSIS, HYPOTENSION, GENERAL FATIGUE, AFFECTIVE IRRITABILITY, & PARESTHESIA IN LIMBS. /ISOMERIC MIXT/|/SIGNS AND SYMPTOMS/ EFFECT ON WORKERS PRODUCING TRIARYL PHOSPHATES IS CHARACTERIZED BY PERIVASCULAR FORM OF POLYNEURITIS, DECR ACTIVITY OF PLASMA CHOLINESTERASE & CHRONIC GASTRITIS WITH DEFICIENT SECRETION, TOXIC ENCEPHALOPATHY, HYPOTHALAMIC SYNDROME, & POLYNEURITIS. /TRIARYL PHOSPHATES/|/SIGNS AND SYMPTOMS/ ... ABSORPTION OF TRITOLYL PHOSPHATE THROUGH SKIN GIVES RISE ONLY TO ATTACK ON PERIPHERAL NERVES, WHILE BREATHING VAPORS IS FOLLOWED, IN PARTICULAR, BY ATTACK ON PYRAMIDAL TRACT. /ISOMERIC MIXT/|/CASE REPORTS/ CASE OF PERMANENT PARALYSIS IN MAN ENGAGED IN MANUFACTURING META & PARA ISOMERS OF TRICRESYL PHOSPHATE ... FINAL PRODUCT CONTAINED ONLY 1% TOCP /TRI-O-CRESYL PHOSPHATE/-, AS MUCH AS 6 TO 10% WAS PRESENT AS CONTAMINANT DURING MANUFACTURING. ... PATIENT HAD WORKED ... 5 MO ... BEFORE SYMPTOMS OF ANOREXIA, NAUSEA, & ACHING OF LEGS HAD DEVELOPED.|For more Human Toxicity Excerpts (Complete) data for TRI-M-CRESYL PHOSPHATE (6 total), please visit the HSDB record page.
Tri-m-cresyl phosphate Use and Manufacturing
A typical phosphate, tricresyl phosphate, is made by heating phosphorus oxychloride with cresol ... . /Tricresyl phosphate/|Prepared from cresol and phosphorus oxychloride, phosphoric acid, or phosphorus pentachloride. The grades of cresol commonly used are the isomeric (o-, m-, p-), and meta-para mixtures from coal tar and cresylic acid from petroleum. Purification of the product is based on the intended use; the commercial product is generally obtained as a mixture. A "refined grade" of tricresyl phosphate is prepared by vacuum distillation, or alternatively by washing with 2% sodium hydroxide and water ... . /Tricresyl phosphate/
Plasticizer in vinyl plastics mfr; flame-retardant; solvent for nitrocellulose; in cellulosic molding compositions; as additive to extreme pressure lubricants; non-flammable fluid in hydraulic systems; as lead scavenger in gasoline; to sterilize certain surgical instruments /Isomeric mixture/|Air filter medium; solvent mixtures; waterproofing; heat exchange medium. /Isomeric mixt/|Aryl phosphates such as tricresyl phosphate ... when added in small percentages to the gasoline, combat misfires. /Aryl phosphates/
Phosphoric acid, tris(3-methylphenyl) ester: ACTIVE|TRICRESYL PHOSPHATE SHOULD NOT BE USED IN PLASTIC ARTICLES WHICH ARE LIKELY TO COME INTO CONTACT WITH FOODSTUFFS OR CLOTHING. /ISOMERIC MIXT/|A tricresyl phosphate prepared from m- or p-cresol has the same properties as the technical product, but the cost of separating and purifying these isomers is prohibitive. /Isomeric mixt/|... A) ARYL PHOSPHATES ... NOT SUITABLE FOR PLASTICS IN CONTACT WITH FOODSTUFFS; C) ... SHOULD NOT BE USED IN ARTICLES INTENDED FOR WEAR DIRECTLY ON SKIN OR ARTICLES ... HANDLED BY CHILDREN. /ARYL PHOSPHATES/
Several techniques were evaluated for extracting triphenyl phosphate (TPP), (14)C-labeled TPP, cresyl diphenyl phosphate and tricresyl phosphate isomers (o-TCP, m-TCP and p-TCP) from fish and sediment samples. Extracts of fish samples were cleaned up by gel permeation chromatography/alumina column chromatography; sediment extracts received alumina treatment only. Compounds were determined by GLC with N-P detection. Methanololytron and hexane/ball mill extraction of fish samples fortified at 0.01, 0.1 and 1.0 mug/g levels gave overall recoveries of the 5 compounds of 89 and 97%, respectively. Methanol recovered more radioactivity (97%) from fish exposed to (14)C-TPP in aquaria for 24 hr than hexane from fish exposed for 16 hr (79%). Refluxing fortified sediment (0.05 and 0.5 ug/g) with methanol-water (9+1) gave significantly higher recoveries (88%) of the 5 triaryl phosphates than dichloromethane-methanol (1+1) reflux or acetone-hexane (1+1) Soxhlet extraction. Recoveries of TPP and o-, m- and p-TCP from fortified river water (0.5, 5.0 and 50 ug/L) by shaking with dichloromethane ranged from 91-118%. Some problems were encountered with interfering GLC peaks at low (ug/g) levels in fish and sediment extracts despite the use of N-P specific detectors.|EPA Method 1618: Determination of tricresyl phosphate using wide bore capillary column gas chromatography with electron capture detector. /Tricresyl phosphate/|The method for the determination of the isomers of tricresyl phosphate isomers is based on saponification of tricresyl phosphate and triphenyl phosphate with alkali and combining the mixture of phenol and o-, m-, and p-cresols obtained with diazotized p-nitroaniline in an alkaline medium with subsequent separation of the mixture in a thin layer in the solvent system benzene-methanol-diethylamine and spectrophotometry of the solutions. /Tricresyl phosphate isomers/
Computed Properties
Molecular Weight:368.4
XLogP3:6.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:368.11774614
Monoisotopic Mass:368.11774614
Topological Polar Surface Area:44.8
Heavy Atom Count:26
Complexity:416
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Learn More Other Chemicals
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Decyl 3,5,5-trimethylhexyl hydrogen phosphate
85006-33-3
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Benzenamine, phosphate (2:1)
17843-02-6
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Praseodymium phosphate (PrPO4)
14298-31-8
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Polyethylene glycol octyl ether acid phosphate Formula
31800-88-1
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Benzeneethanamine, α-methyl-, phosphate (1:1) Formula
139-10-6
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[[(2R,3S,4S,5R)-3,4-dihydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate Formula
66097-68-5
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Ethanol, 2-[2(or 4)-isododecylphenoxy]-, dihydrogen phosphate Structure
100296-67-1
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Ethanol, 2-[2(or 4)-isononylphenoxy]-, dihydrogen phosphate Structure
100258-39-7
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What is Ethanethiol, 2-[(6-aminohexyl)amino]-, dihydrogen phosphate (ester)
36416-85-0
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What is 2-ethylhexyl bis(2-methyl-2-nitropropyl) phosphate
64050-61-9