85-68-7 Usage
Chemical Properties
Benzyl butyl phthalate is a clear, oily liquid with a slight odor.
Uses
Different sources of media describe the Uses of 85-68-7 differently. You can refer to the following data:
1. A phthalate metabolite with genotoxic effect.
2. Benzyl n-butyl phthalate is used as a plasticizer for vinyl foams. It is also used in floor tiles, in traffic cones, food conveyor belts and artificial leather. Further, it acts as an organic intermediate. In addition to this, it is used as a perfume fixative.
Production Methods
BBP is manufactured by the sequential addition of butanol
and benzyl chloride to phthalic anhydride. It is used as a
plasticizer for polyvinyl chloride plastics, particularly vinyl
floor tile, vinyl leather, and cloth coating.
General Description
A clear colorless liquid with a mild odor. Primary hazard is to the environment. Immediate steps should be taken to limit spread to the environment. Easily penetrates the soil to contaminate groundwater and nearby waterways.
Air & Water Reactions
Slightly soluble in water and slightly denser than water.
Reactivity Profile
Benzyl butyl 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. Can generate electrostatic charges. [Handling Chemicals Safely 1980. p. 250].
Health Hazard
Different sources of media describe the Health Hazard of 85-68-7 differently. You can refer to the following data:
1. Prolonged contact with liquid causes some irritation of eyes and skin.
2. The acute oral toxicity of this compoundis low. It is, however, more toxic, thanthe phthalic acid dialkyl esters. The toxic symptomsinclude nausea, dizziness, somnolence, andhallucination. The oral LD50 value in mice iswithin the range of 4200 mg/kg. Oral admin istration produced reproductive toxicity inmale mice (paternal effects). At a dose of2% in diet, it caused maternal and develop mental toxicity and an increased incidence.
Fire Hazard
Special Hazards of Combustion Products: Irritating vapors of unburned chemical may form in fires.
Potential Exposure
Benzyl butyl phthalate is used as a plasticizer for polyvinyl and cellulosic resins. It is also used as an organic intermediate. Incompatibilities: Incompatible with strong acids; nitrates, oxidizers. Destructive to rubber and paint.
Carcinogenicity
The NTP examined the carcinogenicity
of BBP in rats and mice. Groups of 50 male
and female rats and mice were exposed to BBP via the diet at
levels of 0, 6000, or 12,000 ppm (0, 300, and 600 mg/kg for
rats and 0, 780, or 1560 mg/kg for mice). Male and female
mice and female rats were exposed for 103 weeks. Due to
poor survival, all males were sacrificed at weeks 29–30; this
part of the study was later repeated. No treatmentrelated
neoplasms were observed in mice. Survival was not
affected. A dose-dependent reduction in body weight in both
sexes was the only treatment-related effect observed in this
study. Furthermore, nonneoplastic changes were all within
the normal limits of incidence for B6C3F1 mice. The NTP
concluded that under the conditions of the bioassay, BBP
“was not carcinogenic for B6C3F1 mice of either sex.” An
increased incidence of mononuclear cell leukemias was
observed in the high-dose female rats. No other treatmentrelated
findings were observed. The NTP concluded that
BBP was “probably carcinogenic for female F344/N rats,
causing an increased incidence of mononuclear cell
leukemias”. The biological significance of this finding
is uncertain as the background incidence of this tumor type in
F344 rats is quite high.
Source
Detected in distilled water-soluble fractions of new and used motor oil at concentrations
of 8.6–13 and 14–17 μg/L, respectively (Chen et al., 1994)
Environmental fate
Biological. In anaerobic sludge diluted to 10%, benzyl butyl phthalate biodegraded to
monobutyl phthalate, which subsequently degraded to phthalic acid. After 40 d, >90% of applied
amount degraded (Shelton et al., 1984). When benzyl butyl phthalate (5 and 10 mg/L) was
statically incubated in the dark at 25 °C with yeast extract and settled domestic wastewater
inoculum, complete biodegradation with rapid adaptation was observed after 7 d (Tabak et al.,
1981). In activated sludge, the half-life was 2 h (Saeger and Tucker, 1976). Gledhill et al. (1980)
reported half-lives of 2 and <4 d for benzyl butyl phthalate in river water and a lake water
microcosm, respectively. Aerobic degradation of benzyl butyl phthalate by acclimated soil and
activated sewage sludge microbes was studied using an acclimated shake flask CO2 evolution test.
After 28 d, loss of benzyl butyl phthalate (primary degradation) was 43%, with a lag phase of 15.6
d, and ultimate biodegradation (CO2 evolution) was 43%. The half-life under these conditions was
19.4 d (Sugatt et al., 1984).
Surface Water. The biological half-life of benzyl butyl phthalate in river water was determined
to be 2 d (Saeger and Tucker, 1976).
Photolytic. Gledhill et al. (1980) reported the photolytic half-life is >100 d.
Chemical/Physical. Benzyl butyl phthalate initially hydrolyzes to butyl hydrogen phthalate. This
compound undergoes additional hydrolysis yielding o-phthalic acid, 1-butanol, and benzyl alcohol
(Kollig, 1993). Gledhill et al. (1980) reported the hydrolysis half-life is >100 d.
Solubility in organics
4.05 (Veith et al., 1980)
4.73 (Ellington and Floyd, 1996)
4.80 (Hirzy et al., 1978)
4.91 at 20 °C (shake flask-UV spectrophotometry, Leyder and Boulanger, 1983)
4.77 (shake flask-GC, Gledhill et al., 1980)
Waste Disposal
Atomize into an incinerator
together with a flammable solvent.
Check Digit Verification of cas no
The CAS Registry Mumber 85-68-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 5 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 85-68:
(4*8)+(3*5)+(2*6)+(1*8)=67
67 % 10 = 7
So 85-68-7 is a valid CAS Registry Number.
InChI:InChI=1/C29H39FO7/c1-6-8-25(35)37-29(23(33)16-36-24(34)7-2)17(3)13-21-20-10-9-18-14-19(31)11-12-26(18,4)28(20,30)22(32)15-27(21,29)5/h11-12,14,17,20-22,32H,6-10,13,15-16H2,1-5H3/t17-,20-,21-,22-,26-,27-,28-,29-/m0/s1
85-68-7Relevant articles and documents
DEGRADATION OF POLYCYCLIC AROMATIC HYDROCARBONS TO RENDER THEM AVAILABLE FOR BIODEGRADATION
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Page/Page column 5-8; 15-16, (2008/12/07)
A method for the degradation of polycyclic aromatic compounds is disclosed that involves dissolving ozone in a bipolar solvent comprising a non-polar solvent in which is of sufficiently non-polar character to solubilized the polycyclic aromatic compounds, and a polar-water-compatible solvent which is fully miscible with the non-polar solvent to form a single phase with the non-polar solvent. The bipolar solvent with dissolved ozone is contacted with the polycyclic aromatic compounds to solubilize the polycyclic aromatic compounds and react the dissolved polycyclic aromatic compounds with the ozone to degrade the dissolved polycyclic aromatic compounds to oxygenated intermediates. The bipolar solvent is then mixed with sufficient water to form separate non-polar and polar phases, the non-polar phase comprising the non-polar solvent and the polar phase comprising the non-polar solvent and the oxygenated intermediates. The polar phase is then diluted and incubated with bacteria to biodegrade the oxygenated intermediates.
