Isopropylphenyl diphenyl phosphate
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Isopropylphenyl diphenyl phosphate
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CAS No:
28108-99-8
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Formula:
C21H21O4P
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Chemical Name:
Isopropylphenyl diphenyl phosphate
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Synonyms:
Phosphoric acid,(1-methylethyl)phenyl diphenyl ester;Isopropylphenyl diphenyl phosphate;Diphenyl isopropylphenyl phosphate;Phosflex 31L;IPPP;Monoisopropyltriphenyl phosphate;Cumyl diphenyl phosphate;mITP;359793-44-5
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CAS No:
Description
Isopropylphenyl diphenyl phosphate is a viscous light yellow liquid. (NTP, 1992)
Isopropylphenyl diphenyl phosphate is a viscous light yellow liquid. (NTP, 1992)
Isopropylphenyl diphenyl phosphate Basic Attributes
368.36
292.08600
248-848-2
8W6EIH93ZY
DTXSID90858794
Characteristics
54.57000
4.67750
220-230 °C
greater than 200 °F (NTP, 1992)
H2O: <0.1 g/100 mL at 25 ºC
3.515X10-7 mm Hg at 25 °C (est).
Henry's Law Constant: 7.744X10-8 atm-cu m/mole (est)
Insoluble in water.
Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Organophosphates, such as ISOPROPYLPHENYL DIPHENYL 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
This chemical is probably combustible. (NTP, 1992)
|Warning|H361f: Suspected of damaging fertility [Warning Reproductive toxicity]|P201, P202, P260, P264, P270, P281, P308+P313, P309+P311, P314, P405, and P501
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, 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 alcohol followed by washing with a strong 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)
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)
Isopropylphenyl diphenyl phosphate was detected in a concn range of 0.3 to 5.0 ppm in sediment samples and at a concn less than 0.1 ppm in soil samples taken from sources nearby Bethlehem Steel Company, Bethlehem, PA(1). Isopropylphenyl diphenyl phosphate was detected at a concn of 8.0 ppm in sediment samples and at a concn of 0.1 ppm in soil samples taken from sources nearby FMC Corporation, Nitro, WV(1). Isopropylphenyl diphenyl phosphate was detected at a concn of 0.1 ppm in sediment samples taken from sources nearby Firestone Tire and Rubber Company, Pottstown, PA(1). Isopropylphenyl diphenyl phosphate was detected at a concn of 2.0 ppm in sediment samples and at a concn less than 1.0 ppm in soil samples taken from sources nearby Hooker Chemical Company, Burlington, NJ(1). Isopropylphenyl diphenyl phosphate was detected at a concn of 400 ppm in soil samples taken from E.F. Houghton, Philadelphia, PA(1). Isopropylphenyl diphenyl phosphate was detected at a concn of 0.1 ppm in soil samples taken from Firestone Tire and Rubber Company, Perryville, MD(1). Isopropylphenyl diphenyl phosphate was detected at a concn of 1.0 ppm in soil samples taken from Bethlehem Steel Company, Sparrows Point, MD(1).
SOURCE DOMINATED: Isopropylphenyl diphenyl phosphate was detected in a concn range of 0.001 to 0.005 ng/cu m on high volume air filter pads and at a concn less than or equal to 0.001 ng/cu m in activated charcoal canisters taken from sources nearby the grounds of Bethlehem Steel Company, Bethlehem, PA(1). Isopropylphenyl diphenyl phosphate was detected in a concn range of 0.005 to 0.04 ng/cu m on high volume air filter pads and in a concn range of 0.001 to 0.004 ng/cu m in activated charcoal canisters taken from sources nearby the grounds of U.S. Steel Company, Fairless Hills, PA(1). Isopropylphenyl diphenyl phosphate was detected at a concn of 0.05 ng/cu m on high volume air filter pads and in a concn range of 0.002 to 0.004 ng/cu m in activated charcoal canisters taken from sources nearby the grounds of FMC Corporation, Nitro, W. Va(1).|SOURCE DOMINATED: Isopropylphenyl diphenyl phosphate was detected at a concn less than 0.01 ng/cu m in activated charcoal canisters taken from sources nearby the grounds of Stauffer Chemical Company, Gallipolis Ferry, W. Va(1). Isopropylphenyl diphenyl phosphate was detected at a concn of 0.1 ng/cu m on high volume air filter pads and qualitatively identified in activated charcoal canisters taken from sources nearby the grounds of E.F. Houghton, Philadelphia, PA(1).
Toxicity
Isopropylphenyl diphenyl phosphate is used as a flame retardant plasticizer, hydraulic fluid, and lubricant additive and may be released to the environment during its production and use(1).
TERRESTRIAL FATE: Based on a measured log Kow of 5.31(1), an estimated Koc value of 18400 can be calculated using a regression-derived equation(2) suggesting isopropylphenyl diphenyl phosphate is immobile in soil(3). Based on a low estimated vapor pressure and Henry's Law constant, isopropylphenyl diphenyl phosphate is not expected to evaporate from dry or moist soil surfaces(SRC). Biodegradation tests with activated sludge and river water(1) suggests that biodegradation of isopropylphenyl diphenyl phosphate in soil may be important(SRC).|AQUATIC FATE: Primary biodegradation tests with activated sludge and river water(1), suggest that isopropylphenyl diphenyl phosphate primary biodegradation in water will be important (50% primary degradation in 3 days). Isopropylphenyl diphenyl phosphate biodegrades slowly in aerobic and anaerobic freshwater sediment (1-8% 14-CO2 evolution in 4 weeks)(2), indicating that isopropylphenyl diphenyl phosphate biodegradation in sediment may not be an important fate process. The Henry's Law constant for isopropylphenyl diphenyl phosphate can be estimated to be 7.744X10-8 atm-cu m/mole using a structure estimation method(3,SRC). This value of Henry's Law constant indicates slow volatilization of isopropylphenyl diphenyl phosphate from water(4). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep flowing 1 m/sec with a wind velocity of 3 m/sec) can be estimated to be about 907 days(4,SRC). Based on a measured log Kow of 5.31(5), an estimated Koc of 18400(4) and BCF of 6390(4) can be calculated, which indicate that isopropylphenyl diphenyl phosphate adsorption to suspended solids and sediment and bioconcentration in aquatic organisms should be important fate processes(3,SRC).|ATMOSPHERIC FATE: Based on an estimated vapor pressure of 3.515X10-7 mm Hg at 25 °C(SRC), isopropylphenyl diphenyl phosphate is expected to exist in both the vapor and particulate phases in the ambient atmosphere(1). Vapor-phase isopropylphenyl diphenyl phosphate is degraded rapidly in the ambient atmosphere by reaction with photochemically formed hydroxyl radicals. The half-life for this reaction in typical air can be estimated to be about 0.85 day(2,SRC). Particulate phase isopropylphenyl diphenyl phosphate may be removed from the atmosphere through dry deposition(SRC).
The rate constant for the vapor-phase reaction of isopropylphenyl diphenyl phosphate with photochemically produced hydroxyl radicals has been estimated to be 1.888X10-11 cu cm/molecule-sec at 25 °C(1) which corresponds to an atmospheric half-life of about 0.85 day at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1).
Based on a measured log Kow of 5.31(1), an estimated BCF of 6390(2) can be calculated, which indicates that bioconcentration of isopropylphenyl diphenyl phosphate in aquatic organisms should be important fate process(3,SRC).|Fathead minnows (Pimephales promelas) accumulated isopropyl phenyl diphenyl phosphate to levels 495 times that of the surrounding medium (exposure concn= 2.5 ug/l) in 28 days.
Based upon a measured log Kow value of 5.31(1), the Koc for isopropylphenyl diphenyl phosphate can be estimated to be about 18400 from a regression-derived equation(2,SRC). According to a suggested classification scheme(3), this estimated Koc suggests that isopropylphenyl diphenyl phosphate is immobile in soil(SRC).
The Henry's Law constant for isopropylphenyl diphenyl phosphate can be estimated to be 7.744X10-8 atm-cu m/mole using a structure estimation method(1,SRC). This value of Henry's Law constant indicates slow volatilization of isopropylphenyl diphenyl phosphate from water(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep flowing 1 m/sec with a wind velocity of 3 m/sec) can be estimated to be about 907 days(2,SRC). Based on this Henry's Law constant and a measured water solubility of 2.2 ppm at 25 °C(3), an estimated vapor pressure of 3.515X10-7 mm Hg at 25 °C can be calculated for isopropylphenyl diphenyl phosphate(SRC). From this value of the vapor pressure, isopropylphenyl diphenyl phosphate can be expected to evaporate slowly from dry soil surfaces(SRC).|Triphenyl phosphate /was found/ as an apparent product of isopropyl phenyl diphenyl phosphate degradation in sediment /water microcosms, suggesting that microbial attack on alkyl substituents of tryaryl phosphates may procede hydrolysis.
Isopropylphenyl diphenyl phosphate was detected at concns less than 0.01 ppm in water samples taken from sources nearby Bethlehem Steel Company, Bethlehem, PA, U.S. Steel Company, Fairhills, PA, and Firestone Tire and Rubber Company, Pottstown, PA(1). Isopropylphenyl diphenyl phosphate was detected at a concn of 3.0 ppm in water samples taken from sources nearby Hooker Chemical Company, Burlington, NJ(1).
In occupational settings, exposure to isopropylphenyl diphenyl phosphate may occur through inhalation of vapors and through eye and skin contact. (SRC)
Drug Information
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. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. 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, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. 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)
A comatose patient who is diaphoretic, has pinpoint pupils and the odor of an insecticide on clothing or breath, and is noted to have muscle fasciculations represents the classic presentation of organophosphate poisoning. ... Specific steps in management include the following. 1. Decontamination. ... 2 Airway. Establish an airway if necessary. ... 3. Respiratory Status. Respiratory distress, in fact, is commonly found in these patients from multiple causes. ... 4. Cardiac Monitoring. ... 5. Cholinesterase Level. ... 6. Pralidoxime. Pralidoxime is the treatment of choice for organophosphate poisoning and should be used for nearly all patients with clinically significant orgnophosphate poisoning,particularly whose patients with muscular fasciculations and weakness. ... 7. Atropine. Atropine is the physiologic antidote for organophosphate poisoning. A trial dose of atropine should be instituted on clinical ground when one suspects organophosphate intoxication. /Organophosphate poisoning/
Organophosphorus cmpd can produce dermal irritation but most are weak sensitizers. /Organophosphate cmpd/|A women at 34 to 35 weeks' gestation presented in acute respiratory distress with cyanosis and tachypnea and bilateral rhonchi and crepitation. Her heart rate was 78 beats per minute and her blood pressure 120/80 mm Hg, with a fetal heart rate of 140 beats per minute. The mother was salivating markedly and her pupils were reduced to "pinpoint size." An uncorrected metabolic acidosis was diagnosed. Serum and erythrocyte acetylcholinesterase determinations were near zero. Cholinesterase inhibitor poisoning was felt to be the likely cause of disorders. Administration of atropine 2.4 mg intravenous bolus with infusion of 0.02 mg/kg/hr lead to unacceptable fetal tachycardia. The woman had shown increased cooperativeness and secretion control until the atropine had to be stopped. A cesarean section was performed for delivery of a hypotonic infant with a 1-minute Apgar score of 3. The baby was mechanically ventilated for 2 days and required atropine therapy at 0.1 mg/kg/hr for 8 days. The mother required 8 days of mechanical ventilation and 11 days of atropine therapy. In this case, the infant appeared relatively less poisoned than the mother by a presumed organophosphate exposure. /Organophosphate poisoning/
Isopropylphenyl diphenyl phosphate Use and Manufacturing
Used as an additive flame retardant plasticizer
2.8X10+7 lb (1977)
Isopropylphenyl diphenyl phosphate typically consists of mixtures of 2-, 3-, and 4-isopropyl diphenyl phosphate.
Phosphoric acid, mixed (1-methylethyl)phenyl and Ph triesters: INACTIVE
Tris(isopropylphenyl/phenyl)phosphates have been analyzed by fast atom bombardment mass spectrometry.
Computed Properties
Molecular Weight:368.4
XLogP3:6.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:368.11774614
Monoisotopic Mass:368.11774614
Topological Polar Surface Area:44.8
Heavy Atom Count:26
Complexity:431
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Isopropylphenyl diphenyl phosphate
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