Dibutyl phthalate Chemical Properties
- Melting point:
- -35 °C
- Boiling point:
- 340 °C(lit.)
- 1.043 g/mL at 25 °C(lit.)
- vapor density
- 9.6 (vs air)
- vapor pressure
- 1 mm Hg ( 147 °C)
- refractive index
- Flash point:
- 340 °F
- storage temp.
- Very soluble in alcohol, ether, acetone, benzene
- APHA: ≤10
- Specific Gravity
- 1.049 (20/20℃)
- Relative polarity
- explosive limit
- 0.47%, 236°F
- Water Solubility
- Slightly soluble. 0.0013 g/100 mL
- Henry's Law Constant
- 6.3 x 10-5 atm?m3/mol (quoted, Petrasek et al., 1983)
- Exposure limits
- NIOSH REL: TWA 5 mg/m3, IDLH 4,000 mg/m3; OSHA PEL: TWA 5 mg/m3; ACGIH TLV: TWA 5 mg/m3.
- CAS DataBase Reference
- 84-74-2(CAS DataBase Reference)
- NIST Chemistry Reference
- Dibutyl phthalate(84-74-2)
- EPA Substance Registry System
- Dibutyl phthalate (84-74-2)
- Hazard Codes
- Risk Statements
- Safety Statements
- UN 3082 9/PG 3
- WGK Germany
- Autoignition Temperature
- 756 °F
- HS Code
- Hazardous Substances Data
- 84-74-2(Hazardous Substances Data)
- Acute oral LD50 for rats 8,000 mg/kg (RTECS, 1985).
Dibutyl phthalate Usage And Synthesis
Dibutyl phthalate occurs as an odorless, oily, colorless, or very slightly yellow-colored, viscous liquid.
Colorless to pale yellow, oily, viscous liquid with a mild, aromatic odor
Di-n-butyl phthalate has been used as an insect repellant.
Plasticizer; solvent for oil-soluble dyes, insecticides and other organics; antifoam agent; textile fiber lubricant; fragrance fixative; insect repellent.
A phthalate metabolite with genotoxic effect.
ChEBI: A phthalate ester that is the diester obtained by the formal condensation of the carboxy groups of phthalic acid with two molecules of butan-1-ol.
Dibutyl phthalate is produced from n-butanol and phthalic anhydride in an ester formation reaction.
Dibutyl phthalate is a colorless oily liquid. Dibutyl phthalate is insoluble in water. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Since Dibutyl phthalate is a liquid Dibutyl phthalate can easily penetrate the soil and contaminate groundwater and nearby streams. Dibutyl phthalate is combustible though Dibutyl phthalate may take some effort to ignite. Dibutyl phthalate is used in paints and plastics and as a reaction media for chemical reactions.
Air & Water Reactions
Insoluble in water.
Dibutyl phthalate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Avoid contact with strong oxidizing agents and strong bases. Will not polymerize. [USCG, 1999]. Can generate electrostatic charges. [Handling Chemicals Safely 1980. p. 250].
The toxicity of this compound is very low. Inhumans, oral intake of dibutyl phthalate at adose level of 150 mg/kg may cause nausea,vomiting, dizziness, hallucination, distortedvision, lacrimation, and conjunctivitis withprompt recovery. It metabolizes to monobutylester and phthalic acid and is excreted in urine.The inhalation toxicity should be insignificantbecause of its negligible low vapor pressure[<0.1 torr at 20°C (68°F)]. However, expo sure to its mist or aerosol can cause irritationof eyes and mucous membranes
LD50 value, oral (mice): 5300 mg/kg.
Dibutyl phthalate is used in pharmaceutical formulations as a plasticizer in film-coatings. It has been evaluated as a pore-forming agent in novel delivery systems.It is also used extensively as a solvent, particularly in cosmetic formulations such as antiperspirants, hair shampoos, and hair sprays. In addition to a number of industrial applications, dibutyl phthalate is used as an insect repellent, although it is not as effective as dimethyl phthalate.
It is mainly used as a nonreactive epoxy diluent.
Moderately toxic by intraperitoneal and intravenous routes. Mildly toxic by ingestion. Human systemic eye effects by ingestion, hallucinations, dstorted perceptions, nausea or vomiting, and kidney, ureter, or bladder changes. Experimental teratogenic and reproductive effects. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. Violent reaction with Cl2. Incompatible with chlorine. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also ESTERS, PHTHALIC ACID, and n BUTYL ALCOHOL.
Dibutyl phthalate is generally regarded as a relatively nontoxic material, although it has occasionally been reported to cause hypersensitivity reactions. It is widely used in topical cosmetic and some oral pharmaceutical formulations.
LD50 (mouse, IV): 0.72g/kg
LD50 (mouse, oral): 5.3g/kg
LD50 (rat, oral): 8.0g/kg
LD50 (rat, IP): 3.05mL/kg
Detected in distilled water-soluble fractions of new and used motor oil at concentrations of 38 to 43 and 15 to 23 μg/L, respectively (Chen et al., 1994). Leaching from flexible plastics in contact with water. Laboratory contaminant.
Biological. Under aerobic conditions using a freshwater hydrosol, mono-n-butyl phthalate
and phthalic acid were produced. Under anaerobic conditions, phthalic acid was not
present (Verschueren, 1983). In anaerobic sludge, di-n-butyl phthalate degraded as follows:
monobutyl phthalate to phthalic acid to protocatechuic acid followed by ring cleavage and
mineralization (Shelton et al., 1984). Engelhardt et al. (1975) reported that a variety of
microorganisms were capable of degrading of di-n-butyl phthalate and suggested the
following degradation scheme: di-n-butyl phthalate to mono-n-butyl phthalate to phthalic
acid to 3,4-dihydroxybenzoic acid and other unidentified products. Di-n-butyl phthalate
was degraded to benzoic acid by tomato cell suspension cultures (Lycopericon lycopersicum)
(Pogány et al., 1990).
In a static-culture-flask screening test, di-n-butyl phthalate showed significant biodegradation with rapid adaptation. The ester (5 and 10 mg/L) was statically incubated in the dark at 25°C with yeast extract and settled domestic wastewater inoculum. After 7 days, 100% biodegradation was achieved (Tabak et al., 1981).
Soil. Under aerobic conditions using a fresh-water hydrosol, mono-n-butyl phthalate and phthalic acid were produced. Under anaerobic conditions, however, phthalic acid was not formed (Verschueren, 1983).
Photolytic. An aqueous solution containing titanium dioxide and subjected to UV radiation (l >290 nm) produced hydroxyphthalates and dihydroxyphthalates as intermediates (Hustert and Moza, 1988).
Chemical/Physical. Pyrolysis of di-n-butyl phthalate in the presence of polyvinyl chloride at 600°C gave the following compounds: indene, methylindene, naphthalene, 1- methylnaphthalene, 2-methylnaphthalene, biphenyl, dimethylnaphthalene, acenaphthene, fluorene, methylacenaphthene, methylfluorene and six unidentified compounds (Bove and Dalven, 1984).
Under alkaline conditions, di-n-butyl phthalate will initially hydrolyze to n-butyl hydrogen phthalate and n-butanol. The monoester will undergo further hydrolysis forming o-phthalic acid and n-butanol (Kollig, 1993).
Dibutyl phthalate should be stored in a well-closed container in a cool, dry, location. Containers may be hazardous when empty since they can contain product residues such as vapors and liquids.
Wash DBP with H2O (to free it from alcohol), then dilute NaOH (to remove any butyl hydrogen phthalate or acid), aqueous NaHCO3 (charcoal), then distilled water. Dry it (CaCl2), distil it at 10torr or less, and store it in a desiccator over P2O5. [Beilstein 9 II 586, 9 III 4102, 9 IV 3175.]
Dibutyl phthalate reacts violently with chlorine. It also reacts with oxidizing agents, acids, bases, and nitrates.
Included in the FDA Inactive Ingredients Database (oral capsules, delayed action, enteric coated, and controlled release tablets). Included in nonparenteral medicines licensed in the UK (oral capsules, tablets, granules; topical creams and solutions).
Dibutyl phthalate Preparation Products And Raw materials
- Dimethyl succinate
- Dibutyl maleate
- Dibutyl sebacate
- Diethyl phthalate
- TRIS(TRIMETHYLSILYL) PHOSPHATE
- Monobutyl maleate
- Butyl acrylate resin
- Dibutyl phthalate
- Acetyl tributyl citrate
- Butyl stearate
- DI-ISO-BUTYL PHTHALATE-D4,DI-ISO-BUTYL PHTHALATE-3,4,5,6-D4
- VINYL ESTER RESIN
- Bis(2-ethylhexyl) phthalate
- Dimethyl phthalate
- Bis(2-methoxyethyl) phthalate
Dibutyl phthalate SupplierMore
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