Dibutyl phenyl phosphate

286.304

286.30

219-772-7

LXX4UW7ZYD

DTXSID2024957

Clear slightly yellow liquid

2919900090

54.57000

4.41

Dibutylphenyl phosphate is a clear colorless liquid. (NTP, 1992)

1.0691 g/cm³ @ Temp: 25 °C

131-132 °C

169.1±40.7 °C

1.482

Very low solubility in water

1.4X10-5 mm Hg at 25 deg C (est)

Butanolic

Henry's Law constant = 5.0X10-7 cu cm/molec-sec at 25 °C (est)

Hydroxyl radical reaction rate constant = 5.93X10-11 cu cm/molec-sec at 25 °C

Insoluble in water.

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

Organophosphates, such as DIBUTYLPHENYL 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.

P260, P261, P271, P273, P304+P340, P312, P314, P391, P403+P233, P405, P501

H303

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.

This chemical is probably combustible. (NTP, 1992)

Not Classified| |Warning|H303: May be harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P271, P304+P340, P312, P314, P403+P233, P405, and P501

Fires involving this compound should 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)

... Irritation in the form of drying and cracking of exposed skin has been caused by repeated or prolonged skin contact. Exposure to aerosolized dibutyl phenyl phosphate formulations or to vapors of the dibutyl phenyl phosphate formulations at high temperatures has been reported to produce nose and throat irritation accompanied by coughing and wheezing. Dibutyl phenyl phosphate is not considered to be a primary irritant ... .

IDENTIFICATION AND USE: Dibutyl phenyl phosphate is a clear slightly yellow liquid. It is used in fire-resistant aircraft hydraulic fluids. HUMAN EXPOSURE AND TOXICITY: It produced marked pain in the eyes following contact; however, such contact has not been reported to cause damage to the eyes. Skin irritation has been described after prolonged skin contact. Exposure to aerosols or vapors produced nose and throat irritation accompanied by coughing and wheezing. ANIMAL STUDIES: It was not irritating to the eye in rabbits, but produced skin irritation upon repeated skin contact in the same species. It caused significant reduction of plasma cholinesterase activity in rabbits and in rats after prolonged exposure. The chemical did not cause organophosphorus compound-induced delayed neurotoxicity (OPIDN) in the adult hen. No teratogenic or fetotoxic effects were observed in the offspring of rats administered dibutyl phenyl phosphate by gavage. No mutagenic activity was seen when dibutyl phenyl phosphate was evaluated in the following systems: microbial assays with five Salmonella strains and one strain of Saccharomyces yeast, in vitro induction of L5178Y TK mouse lymphoma cells, and a hepatocyte primary culture/DNA repair assay. It was not mutagenic in Chinese hamster ovary (CHO) cells.

LD50 Mouse oral 1790 mg/kg|LD50 Rat oral 2140 mg/kg|LD50 Rat oral 2620 mg/kg|LD50 Rabbit dermal > 5000 mg/kg|LD50 Hen oral 1,500 mg/kg

Dibutyl phenyl phosphate's production and use in fire-resistant aircraft hydraulic fluids(1) and lubricant additive(2) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 930(SRC), determined from a structure estimation method(2), indicates that dibutyl phenyl phosphate is expected to have low mobility in soil(SRC). Volatilization of dibutyl phenyl phosphate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.0X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(2). Dibutyl phenyl phosphate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.4X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(2). Biodegradation may be the dominant fate process of dibutyl phenyl phosphate in soil(SRC); a screening test exhibited an aerobic half-life of about 3.5 days or less in natural waters(3).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 930(SRC), determined from a structure estimation method(2), indicates that dibutyl phenyl phosphate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 5.0X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Dibutyl phenyl phosphate is not expected to undergo hydrolysis in the environment(SRC) due to estimated hydrolysis half-lives of 3.6 to 47 years at pH 9 to 5(2). According to a classification scheme(4), an estimated BCF of 46(SRC), from its log Kow of 4.27(5) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Biodegradation is an important removal process in aerobic waters with a half-life of 3.5 days or less(6).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dibutyl phenyl phosphate, which has an estimated vapor pressure of 1.4X10-5 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 dibutyl phenyl 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 6.5 hours(SRC), calculated from its rate constant of 5.93X10-11 cu cm/molecule-sec at 25 °C(3). Particulate-phase dibutyl phenyl phosphate may be removed from the air by wet and dry deposition(SRC). Dibutyl phenyl phosphate does not contain chromophores that absorb at 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 dibutyl phenyl phosphate with photochemically-produced hydroxyl radicals has been reported as 5.93X10-11 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 6.5 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(2). Dibutyl phenyl phosphate is not expected to undergo hydrolysis in the environment(SRC) due to estimated hydrolysis half-lives of 3.6 to 47 years at pH 9 to 5(2). Dibutyl phenyl phosphate does not contain chromophores that absorb at wavelengths >290 nm(3) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 46 was calculated in fish for dibutyl phenyl phosphate(SRC), using a log Kow of 4.27(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of dibutyl phenyl phosphate can be estimated to be 930(SRC). According to a classification scheme(2), this estimated Koc value suggests that dibutyl phenyl phosphate is expected to have low mobility in soil.

The Henry's Law constant for dibutyl phenyl phosphate is estimated as 5.0X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that dibutyl phenyl phosphate is expected to be essentially nonvolatile from water and moist soil surfaces(2). Dibutyl phenyl phosphate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.4X10-5 mm Hg(SRC), determined from a fragment constant method(1).

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 dibutyl phenyl phosphate is 1 to 99; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 26,747 workers (266 of these are female) were potentially exposed to dibutyl phenyl phosphate in the US(1). Occupational exposure to dibutyl phenyl phosphate may occur through inhalation and dermal contact with this compound at workplaces where dibutyl phenyl phosphate is produced or used. Monitoring and use data indicate that the general population may have limited exposure to dibutyl phenyl phosphate(SRC).

Dibutyl phenyl phosphate was not detected (detection limit 1 ng/g) in adipose samples obtained at autopsy from up to eight male and eight female cadavers from each of six municipalities (Cornwall, London, St Catharines, Toronto, Welland, Windsor) in Ontario, Canada(1).

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)

/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 if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the 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. /Poisons A and B/|/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 needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . 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 ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

/SIGNS AND SYMPTOMS/ Formulations of dibutyl phenyl phosphate have been reported to produce marked pain in the eyes following contact; however, such contact has not been reported to cause damage to the eyes. Irritation in the form of drying and cracking of exposed skin has been caused by repeated or prolonged skin contact. Exposure to aerosolized dibutyl phenyl phosphate formulations or to vapors of the dibutyl phenyl phosphate formulations at high temperatures has been reported to produce nose and throat irritation accompanied by coughing and wheezing. Dibutyl phenyl phosphate is not considered to be a primary irritant or a sensitizing agent based on patch testing of 50 human volunteers.

dibutyl phenylphosphate

All other basic organic chemical manufacturing|Phosphoric acid, dibutyl phenyl ester: ACTIVE|TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Method: NIOSH 7905, Issue 2; Procedure: gas chromatography, phosphorus flame photometric detection; Analyte: phosphorus; Matrix: air; Detection Limit: 0.005 ug/sample. /Phosphorus/

An analytical method for the determination of 14 organophosphorus flame retardants (OPFRs), including halogenated OPFRs, non-halogenated OPFRs and triphenyl phosphine oxide (TPPO) in biological samples was developed using gas chromatography-mass spectrometry (GC/MS). Biological samples were extracted using microwave-assisted extraction (MAE) with hexane/acetone (1:1, v/v) as the solvent; then, a two-step clean-up technique, gel permeation chromatography (GPC) combined with solid phase extraction (SPE), was carried out before GC/MS analysis. Experimental results showed that the developed method efficiently removed the lipid compounds and co-extract interferences. Moreover, using the relatively "narrow" column (with an i.d. of 10 mm) significantly decreased the elution volume and, therefore, prevented the loss of the most volatile OPFRs, especially trimethyl phosphate (TMP) and triethyl phosphate (TEP). The method detection limits (MDLs) for OPFRs in the biological samples ranged from 0.006 to 0.021 ng g(-1) lw, and the recoveries were in the range of 70.3-111%, except for TMP (38.9-55.6%), with relative standard deviations (RSDs) of less than 14.1%. The developed method was applied to determine the amount of the target OPFRs in biological samples (i.e., fish and domestic birds) that were collected from the Pearl River Delta (PRD) region in southern China. Of the 14 OPFRs, tri-n-butyl phosphate (TnBP), tris(2-chloroethyl) phosphate (TCEP), tris(chloropropyl) phosphate (TCPP) and tributoxyethyl phosphate (TBEP) were present in all of the biological samples that were analyzed, and dominated by TnBP, TCEP and TBEP. The concentrations of OPFRs in the biological samples that were collected from the PRD region were higher than those reported in other locations.