Phosphoric acid, (1,1-dimethylethyl)phenyl diphenyl ester

382.38900

382.13300

260-391-0

49FH9AU0N9

3082

DTXSID6024701|DTXSID2074110

54.57000

6.62900

Tert-butylphenyl diphenyl phosphate is a clear colorless liquid. (NTP, 1992)

1.180 g/cm³ @ Temp: 25 °C

-21 deg C /pour point/

261 °C @ Press: 6 Torr

224ºC

1.567

<0.1 g/100 mL at 21 ºC

1.4X10-6 mm Hg at 25 deg C

Henry's Law constant = 2.2X10-7 atm-cu m/mol at 25 °C (est)

Very resistant to oxidation|Hydroxyl radical reaction rate constant = 1.6X10-11 cu cm/molecule-sec at 25 °C (est)

Insoluble in water.

Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters

TERT-BUTYLPHENYL DIPHENYL PHOSPHATE hydrolyzes under acidic or basic conditions, and can react with oxidizing materials. (NTP, 1992)

III

UN 3082

P261, P271, P273, P304+P312, P304+P340, P312, P391, P501

H332

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.

WHO; Diseases Caused by Phosphorus and Its Toxic Compounds; Early Detection of Occupational Diseases pg 53-62 (1986). Review of diseases and health related effects resulting from exposure to phosphorus or phosphorus cmpd. /Phosphorus or phosphorus cmpd/

This chemical is combustible. (NTP, 1992)

|Warning|H332 (80%): Harmful if inhaled [Warning Acute toxicity, inhalation]|P261, P271, P273, P304+P312, P304+P340, P312, P391, and P501|Aggregated GHS information provided by 87 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this compound should be controlled with a dry chemical, carbon dioxide or halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: 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, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all 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 60-70% ethanol followed by washing with a soap and water solution. Do not 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. (NTP, 1992)|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/

t-Butylphenyl diphenyl phosphate's production and use as a plasticizer and flame retardant in thermoplastics and hydraulic fluids may result in its release to the environment through various waste streams(1). Release of aryl phosphates, such as t-butylphenyl diphenyl phosphate, from production to the environment is dominated by land disposal of solid and semi-solid wastes with relatively small direct releases to water or air(2); releases from use are volatilization from plastic items where t-butylphenyl diphenyl phosphate is used as a plasticizer and leaking from uses in hydraulic fluids where it is used as an additive(2).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 7.4X10+4(SRC), determined from a structure estimation method(2), indicates that t-butylphenyl diphenyl phosphate is expected to be immobile in soil(SRC). Volatilization of t-butylphenyl diphenyl phosphate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.2X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 1.4X10-6 mm Hg(3), and water solubility, 3.2 mg/L(4). t-Butylphenyl diphenyl phosphate is not expected to volatilize from dry soil surfaces based upon its vapor pressure(SRC). Biodegradation of t-butylphenyl diphenyl phosphate in soil is expected to be an important fate process(SRC), based on observed biodegradation in river die-away tests (half-life of about 4 days and complete degradation in 11 days)(4) and CO2 evolution of 43.4% in 7 days (and 89.8% in 28 days) using activated sludge(4). Hydrolysis in moist soil is expected to contribute to soil degradation, especially in alkaline soils(SRC); triaryl phosphates have hydrolysis half-lives of several weeks or longer at pH 7 and a few days at pH 9(3).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 7.4X10+8(SRC), determined from a structure estimation method(2), indicates that t-butylphenyl diphenyl phosphate is expected to adsorb to suspended solids and sediment(SRC). Transport from the water column to sediment has been observed in pond studies(3). Minor volatilization from water surfaces may occur(4) based upon an estimated Henry's Law constant of 2.2X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 1.4X10-6 mm Hg(5), and water solubility, 3.2 mg/L(6). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 81 and 594 days, respectively(SRC). Strong adsorption to sediment may attenuate the rate of volatilization(SRC). According to a classification scheme(7), observed BCF values of 528, 785 and 1096 in fish(3,8), suggest bioconcentration in aquatic organisms is high to very high(SRC). Biodegradation of t-butylphenyl diphenyl phosphate occurred readily in river die-away studies as the compound was completely biodegraded within 11 days(6). Most aryl phosphates can be expected to hydrolyze with half-lives of several weeks or greater at pH 7 and 25 °C with hydrolysis rates increasing as the pH increases(5). A base-catalyzed second-order hydrolysis rate constant of 0.15 L/mole-sec(SRC) was estimated for t-butylphenyl diphenyl phosphate using a structure estimation method(2); this corresponds to half-lives of 53 days, 5.3 days and 13 hours at pH values of 8, 9 and 10, respectively(2).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), t-butylphenyl diphenyl phosphate, which has a vapor pressure of 1.4X10-6 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase t-butylphenyl diphenyl 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 1.0 day(SRC), calculated from its rate constant of 1.6X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase t-butylphenyl diphenyl phosphate may be removed from the air by wet and dry deposition(SRC). The UV spectra of triaryl phosphates do not show absorbance above 290 nm(4) and, therefore, t-butylphenyl diphenyl phosphate is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of t-butylphenyl diphenyl phosphate with photochemically-produced hydroxyl radicals has been estimated as 1.6X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.0 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Most aryl phosphates can be expected to hydrolyze with half-lives of several weeks or greater at pH 7 and 25 °C(2). Hydrolysis rates increase with pH above pH 7(2); for example, triphenyl phosphate has a half-life of about 3 days at pH 9(2). The hydrolysis half-life of t-butylphenyl diphenyl phosphate (0.5 mg/mL) in a pH 13.0 1:1 0.1N NaOH/acetone mixture is 1.92 hours at 22 °C(3). A base-catalyzed second-order hydrolysis rate constant of 0.15 L/mole-sec(SRC) was estimated for t-butylphenyl diphenyl phosphate using a structure estimation method(1); this corresponds to half-lives of 53 days, 5.3 days and 13 hours at pH values of 8, 9 and 10, respectively(1). The UV spectra of triaryl phosphates do not show absorbance above 290 nm(4) and, therefore, t-butylphenyl diphenyl phosphate is not expected to be susceptible to direct photolysis by sunlight(SRC).

Rainbow trout and fathead minnows had respective BCF values of 1096 and 785, based on total 14C, when exposed to 14C t-butylphenyl diphenyl phosphate concentrations of 5 and 50 ug/L in static system tests(1). Another BCF of 528 was measured for t-butylphenyl diphenyl phosphate in fathead minnows(2). According to a classification scheme(2), these BCF values suggest bioconcentration in aquatic organisms is high to very high(SRC). Depuration half-lives of aryl phosphates range from 4 to 6 days(4) indicating that t-butylphenyl diphenyl phosphate is expected to rapidly decrease in concentration when aquatic organisms are removed from contaminated water(SRC). Rainbow trout had measured rate constants for uptake and clearance of 22.8 and 13.7 hours (5 ug/L) and 29.3 and 11.3 hours (50 ug/L), respectively. Fathead minnows had measured rate constants for uptake and clearance of 17.7 and 7.8 hours (5 ug/L) and 18 and 7.0 hours (50 ug/L), respectively(1). In a outdoor artificial pond system, the percent distribution of (14)C t-butylphenyl diphenyl phosphate (at 50 ug/L) in the biota (fathead minnows and chironomid larvae) after 1, 7, 21, 105, and 360 days was 1.8, 0.5, <0.1, <0.1, 0% respectively(2). Chironomid larvae accumulated much higher concentrations of t-butylphenyl diphenyl phosphate after 3 days than the fathead minnows; by day 50, chironomid larvae had 2.7 ug/g and fish had 0.4 ug/g concentrations of t-butylphenyl diphenyl present(2). The depuration half-life for chironomid larvae was 43 hours; at the start of the depuration experiment, the radioactivity in larvae was predominantly in the form of diaryl phosphates(2).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for t-butylphenyl diphenyl phosphate can be estimated to be 7.4X10+4(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that t-butylphenyl diphenyl phosphate is expected to be immobile in soil(SRC). The fate of t-butylphenyl diphenyl phosphate was monitored in four artificial ponds; 14C labeled t-butylphenyl diphenyl phosphate was added to give an initial concentration of 50 ug/L; within 18 hours of treatment, 61.5% of the added t-butylphenyl diphenyl phosphate was found in the sediment(3).

The Henry's Law constant for t-butylphenyl diphenyl phosphate is estimated as 2.2X10-7 atm-cu m/mole(SRC) derived from its vapor pressure, 1.4X10-6 mm Hg(1), and water solubility, 3.2 mg/L(2). This Henry's Law constant indicates that t-butylphenyl diphenyl phosphate may volatilize from water surfaces(3). 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)(3) is estimated as 81 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)(3) is estimated as 594 days(SRC). The volatilization half-life from an environmental pond 2 m deep is estimated to be about 6 years ignoring adsorption(4); the volatilization half-life from a model pond is greater than 20 years when adsorption is considered(4). t-Butylphenyl diphenyl phosphate's Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to be an important fate process(SRC). t-Butylphenyl diphenyl phosphate is not expected to volatilize from dry soil surfaces based on its vapor pressure(SRC).

According to the 2006 TSCA Inventory Update Reporting data, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use of t-butylphenyl diphenyl phosphate is 1 to 99; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 263 workers (0 of these were female) were potentially exposed to t-butylphenyl diphenyl phosphate in the US(1). Occupational exposure may occur through dermal contact with t-butylphenyl diphenyl phosphate at workplaces where it is produced or used(SRC). Use data indicate that the general population may be exposed to t-butylphenyl diphenyl phosphate via inhalation of ambient air and dermal contact with consumer products containing t-butylphenyl diphenyl phosphate(SRC).|Foods sometimes become contaminated with aryl/alkyl phosphates by diffusion from phosphate-treated packaging materials. Food samples also become contaminated during analysis through laboratory reagents that contain these esters, e.g., bulk alcohols and organic solvents(1). /Aryl and alkyl phosphates/

Adipose tissue samples from cadavers were obtained from six Ontario Canada municipalities within the Great Lake Basin. Up to eight tissue samples from each sex were obtained and analyzed using GC-NPD. t-Butylphenyl diphenyl phosphate was not detected in any sample using a detection limit of 1 ng/g tissue(1).

The fungal metabolism of tert-butylphenyl diphenyl phosphate (BPDP) was studied. Cunninghamella elegans was incubated with BPDP for 7 days, and the metabolites formed were separated by thin-layer, gas-liquid, or high-pressure liquid chromatography and identified by (1)H nuclear magnetic resonance and mass spectral techniques. C. elegans metabolized BPDP predominantly at the tert-butyl moiety to form the carboxylic acid 4-(2-carboxy-2-propyl)triphenyl phosphate. In addition, 4-hydroxy-4'-(2-carboxy-2-propyl)triphenyl phosphate, triphenyl phosphate, diphenyl phosphate, 4-(2-carboxy-2-propyl)diphenyl phosphate, 2-(4-hydroxyphenyl)-2-methyl propionic acid, and phenol were detected. Similar metabolites were found in the 28 fungal cultures which were examined for their ability to metabolize BPDP. Experiments with [(14)C]BPDP indicated that C. elegans metabolized 70% of the BPDP after 7 days and that the ratio of organic-soluble metabolites to water-soluble metabolites was 8:2. The results indicate that fungi preferentially oxidize BPDP at the alkyl side chain and at the aromatic rings to form hydroxylated derivatives. The trace levels of mono- and diaryl metabolites and the low level of phosphotriesterase activity measured in C. elegans indicate that phosphatase cleavage is a minor pathway for fungal metabolism of BPDP.

ACUTE/CHRONIC HAZARDS: This compound emits toxic fumes when heated to decomposition. (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)

/SRP:/ 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/|/SRP:/ 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/|/SRP:/ Advanced treatment: Use proparacaine hydrochloride to assist eye irrigation ... . /Tri-Ortho-Cresyl Phosphate (TOCP) and Related Compounds/

BPDP

Plastic material and resin manufacturing|Phosphoric acid, (1,1-dimethylethyl)phenyl diphenyl ester: ACTIVE|TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.|Phosphate ester diffusion from wrapping material into food appears to happen in foods that are moist or lipoid in nature or that have made long term contact with a contaminated wrapping material. Aryl or alkyl phosphates have not been found in dry food products using the procedures as described in this report. /Aryl and alkyl phosphates/