Dibutyl phenyl phosphate

• CAS: 2528-36-1
• Catalog Number: ACM2528361
• Category: Main Products
• Molecular Weight: 286.303781
• Molecular Formula: C₁₄H₂₃O₄P
• Synonyms: dibutyl phenyl phosphate;DBPP;Phosphoric acid, dibutyl phenyl ester;DI-N-BUTYLPHENYLPHOSPHATE;O,O-dibutyl-O-phenylphosphate;Phosphoric acid phenyldibutyl ester
• IUPAC Name: dibutylphenylphosphate
• SMILES: CCCCOP(=O)(OCCCC)OC1=CC=CC=C1
• InChI Key: YICSVBJRVMLQNS-UHFFFAOYSA-N
• Boiling Point: 333.3ºC at 760mmHg
• Flash Point: 169.1ºC
• Density: 1.076g/cm³
• EC Number: 219-772-7
• Exact Mass: 286.13300

Case Study

Studies of subchronic and reproductive effects of dibutyl phenyl phosphate in rats

Healy, Charles E., et al. Toxicological Sciences 16.1 (1991): 117-127.

Dibutyl phenyl phosphate (DBPP) was administered to the diets of male and female Sprague-Dawley rats in separate subchronic and two-generation reproductive studies. The dose levels of DBPP in the two studies were 5, 50, and 250 mg/kg/day, respectively. In both studies, the high-exposure adult animals consistently had lower body weight compared to the control animals; this observation was less consistent in adult rats at mid-exposure. Decreased red blood cell counts, blood cell and hemoglobin levels were observed in the high-exposure rats in the subchronic studies. Histopathological changes in bladder tissue, including mononuclear cell infiltration and transitional epithelial hyperplasia, were noted in the mid-to-high-exposure rats in both studies.
Fifteen rats/sex were assigned to either the control or dietary exposure groups using a weight-dependent computerized randomization process. After the adaptation period, the rats were exposed to dibutyl phenyl phosphate (DBPP) in their diet for 91 consecutive days at dose levels of 0, 5, 50, or 250 mg/kg/day. Adjust the concentration of DBPP in the diet weekly based on the previous week's weight data to provide a constant dose of 0, 5, 50, or 250 mg/kg/day.

Experimental and theoretical studies on the use of dibutyl phenyl phosphate for the extraction of actinides.

Disale, S. T., et al. Journal of Coordination Chemistry 72.9 (2019): 1480-1496.

Dibutyl phenyl phosphate (DBPP) was characterized by NMR, mass spectrometry, and FT-IR spectroscopy. The density change of a 1.1 M DBPP xylene solution was estimated as a function of nitric acid concentration. The conditional acid uptake constant (K) is a measure of ligand basicity. This parameter was evaluated for DBPP. The extraction of U(VI), Th(IV), and Am(III) from a 1.1 M DBPP xylene solution as a function of nitric acid concentration at 298 K was investigated. The distribution ratio of metal ions in the DBPP/xylene system was compared with that in the tributyl phosphate (TBP)/n-dodecane system.
All experiments were performed in duplicate at 298 K with a 1:1 water-to-organic phase. The organic phase consisted of DBPP in xylene, and the aqueous phase consisted of nitric acid at different concentrations. For U(VI) and Am(III), equal volumes (2 mL) of organic phase and nitric acid solution of the desired concentration were taken, and appropriate U and Am tracers were spiked into the aqueous phase, followed by equilibration with the organic phase. The solutions were equilibrated at 298 K for 45 min. The concentrations of each phase were measured by sampling equal volumes of organic and aqueous phases and by measuring the α-activity of U using liquid scintillation counting with a dioxane mixture.

Study on dibutyl phenyl phosphate in air of hydraulic fluids and turbine oils

Solbu, Kasper, et al. Journal of Environmental Monitoring 12.12 (2010): 2259-2268.

The potential occupational exposure of aviation ground crew to organophosphates (OPs) derived from turbine and hydraulic oils was investigated. Tributyl phosphate (TnBP), dibutyl phenyl phosphate (DBPP), triphenyl phosphate (TPP), and tricresyl phosphate (TCP) were highlighted due to their use in these oils. Airborne oil aerosols/vapors and total volatile organic compounds (tVOCs) were also determined. A total of 228 and 182 OPs were collected, as well as oil aerosol/vapor samples from technicians and loaders working on 42 and 21 aircraft, respectively.
Oil aerosol/vapor and OP samples were analyzed according to the methods described above, based on liquid desorption and Fourier transform infrared spectrophotometry (FT-IR) and gas chromatography-mass spectrometry (GC-MS), respectively. The OP method also includes the determination of dibutyl phenyl phosphate (DBPP), using MS target ions and qualitative ions at m/z 175 and 286, respectively. Oil vapor samples collected upstream of the oil aerosol filter were desorbed into 1.5 mL of CS and qualitatively analyzed by FTIR. In the presence of hydrocarbons, a GC with flame ionization detection (FID) was used at a flow rate of 1 mL/min.

Delayed neurotoxicity assessment of dibutyl phenyl phosphate

Carrington, Clark D., et al. Toxicology and Industrial Health 6.3-4 (1990): 415-423.

The ability of industrial organophosphate compounds to induce organophosphate-induced delayed neurotoxicity (OPIDN) in adult hens was tested. The compounds tested were tributyl phosphate (TBP), ethyl butyrite phosphate (TBEP), and dibutyl phenyl phosphate (DBPP).
5,000 mg/kg and 5,000 mg/kg were used as test doses. An oral dose of 750 mg tri-o-cresol phosphate (TOCP) was used as a positive control. For the acute delayed neurotoxicity test, hens were given two doses of the test agent at 21-day intervals and were euthanized 21 days after the second dose. Hens given tributyl phosphate (TBP), ethyl butyrite phosphate (TBEP), or dibutyl phenyl phosphate (DBPP) did not exhibit neurological damage or clinical symptoms, distinguishing them from untreated control animals.

Custom Q&A

What is the molecular formula of dibutyl phenyl phosphate?

The molecular formula of dibutyl phenyl phosphate is C14H23O4P.

What are the synonyms for dibutyl phenyl phosphate?

The synonyms for dibutyl phenyl phosphate are DIBUTYL PHENYL PHOSPHATE, 2528-36-1, Phosphoric acid, dibutyl phenyl ester, and dibutylphenylphosphate.

What is the molecular weight of dibutyl phenyl phosphate?

The molecular weight of dibutyl phenyl phosphate is 286.30 g/mol.

When was dibutyl phenyl phosphate created and modified?

Dibutyl phenyl phosphate was created on March 27, 2005, and last modified on October 21, 2023.

What is the physical description of dibutyl phenyl phosphate?

Dibutyl phenyl phosphate is a clear colorless liquid.

What is the IUPAC name of dibutyl phenyl phosphate?

The IUPAC name of dibutyl phenyl phosphate is dibutyl phenyl phosphate.

What is the InChI of dibutyl phenyl phosphate?

The InChI of dibutyl phenyl phosphate is InChI=1S/C14H23O4P/c1-3-5-12-16-19(15,17-13-6-4-2)18-14-10-8-7-9-11-14/h7-11H,3-6,12-13H2,1-2H3.

What is the InChIKey of dibutyl phenyl phosphate?

The InChIKey of dibutyl phenyl phosphate is YICSVBJRVMLQNS-UHFFFAOYSA-N.

What is the boiling point of dibutyl phenyl phosphate?

The boiling point of dibutyl phenyl phosphate is 131-132 °C.

How many hydrogen bond acceptor count does dibutyl phenyl phosphate have?

Dibutyl phenyl phosphate has 4 hydrogen bond acceptor count.