1-phenyl-2-propan-2-ylbenzene
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1-phenyl-2-propan-2-ylbenzene
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CAS No:
19486-60-3
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Formula:
C15H16
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Chemical Name:
1-phenyl-2-propan-2-ylbenzene
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Synonyms:
4-isopropylbiphenyl;isopropylbiphenyl;mono-isopropylbiphenyl;2-isopropylbiphenyl;ISOPROPYLBIPHENYL;1-phenyl-2-propan-2-ylbenzene;19486-60-3;UNII-W161X7N5AA;1,1'-Biphenyl, 2-(1-methylethyl)-;1,1'-Biphenyl,2-isopropyl-;25640-78-2;W161X7N5AA;(1-Methylethyl)-1,1'-biphenyl;2-isopropyl-1,1'-biphenyl;DTXSID10173138;2-(1-methylethyl)-1,1'-biphenyl;ZINC83428796;AKOS025295008;Q26841002;UNII-9Y2ST12456 component HKTCLPBBJDIBGF-UHFFFAOYSA-N;Ruetasolv bp 4103-mixture of isomeres isopropylbiphenyls. for further details please inquire at marketing contacts. speciality chemicals
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CAS No:
1-phenyl-2-propan-2-ylbenzene Basic Attributes
196.29 g/mol
196.125200510 g/mol
247-156-8
W161X7N5AA
DTXSID10173138
Water white
Characteristics
0 Ų
5.2 (LogP)|Log Kow = 5.20
Specific gravity = 0.988 gm/cc|Density: 0.975 @ 20 °C /PG mixture, 4= 25% di-and triisopropyl/
Range = 295-305 °C|Boiling point: >233 °C /CG mixture, 3-6% diisopropyl/
Refractive index = 1.5798
3.06e-06 M|In water = 0.6 mg/l at 25 °C
5.00e-04 mmHg|5.0X10-4 mm Hg at 25 °C
Clear, straw colored liquid /CG mixture, 3-6% diisopropyl/|Fragrant, aromatic odor /CG mixture, 3-6% diisopropyl/|In water: 0.046 mg/l @ 25 °C, estimated by the method of Lyman et al, (1982) /Wemcol mixture, 1% diisopropyl/|In water: 10 mg/l @ 25 °C /Wemcol mixture, 1% diisopropylbiphenyls/|For more Other Experimental Properties (Complete) data for ISOPROPYLBIPHENYL (6 total), please visit the HSDB record page.
Safety Information
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Krampl V et al; Sci Total Environ 101 (1-2): 135-8 (1991). A study of occupational exposure to isopropylbiphenyls (Sure Sol-250). Environmental and medical examinations in workers exposed to the isopropylbiphenyl (IPBs) mixture, Sure Sol-250 in a capacitor manufacturing plant were carried out once a year for three yr. ... Physical and laboratory examinations (blood cell count, liver and kidney function tests and also antipyrine metabolism were normal. ...
|Danger|H304 (100%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]|P273, P301+P310, P331, P391, P405, and P501|Aggregated GHS information provided by 443 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
A closed process system is used for production which limits occupational exposure. /SURE SOL 250, 6% di- and triisopropyl/|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Mild irritant on abraded skin, slight irritant on intact skin. /SURE SOL 250, 6% di- and triisopropyl/
Toxicity
IDENTIFICATION AND USE: Isopropyl biphenyl is a white solution, soluble in water. It is used in carbonless-copy paper systems, replaces PCBs in capacitors, and heat transfer fluids. It is used a s a solvent in high voltage capacitors, and as a veterinary medicine to control inflammation. This chemical improves wear properties, and provides radiation resistance when used in lubricants. It is used as a solvent. HUMAN EXPOSURE AND TOXICITY: Complaints of an unpleasant smell, headaches, irritation, fatigue and redness of the face and eyes were reported in female office workers handling self- copying paper forms. The smell was attributed to the release of isopropyl biphenyl solvent. Office workers indicated only eye, and respiratory tract irritation caused by carbonless copy paper containing this chemical was most often associated with symptoms. Again, CPP treated with desentizing ink were associated with skin irritation. It is a mild irritant on abraded skin, slight irritant on intact skin. ANIMAL STUDIES: When administered to rats orally this chemical for 10 to 15 days caused neutropenia, lymphocytosis, and hypoproteinemia, dystrophy of the liver and kidneys, hyperplasia of the spleen and hypertrophy of myocardial fibers. Inhalation of this compound by rats caused grooming and slight depression during and immediately after exposure. Necropsy showed no gross anomalies.
LD50 Rat oral 4.7 g/kg /SURE SOL 250, 6% di- and triisopropyl/|LD50 Rat Oral 8.5 g/kg /SURE SOL 250, 6% di- and triisopropyl/
Isopropylbiphenyl's production and use in carbonless-copy paper systems, in heat transfer fluid, and as a replacement for PCBs in capacitors(1) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 16,000(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that isopropylbiphenyl will be immobile in soil(SRC). This compound may rapidly biodegrade under aerobic conditions in soil(SRC). More than 80% of the added isopropylbiphenyl biodegraded aerobically within 48 hours using sediment-water samples in the River Die-Away Test(4). In sewage sludge tests, isopropylbiphenyl was biodegraded 60% in 24 hours and completely biodegraded within one week(4). Volatilization of isopropylbiphenyl may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 2.1X10-4 atm-cu m/mole(SRC), determined from experimental values for vapor pressure(2) and water solubility(2), but should not be significant from dry soil surfaces(SRC) based on an experimental vapor pressure of 5X10-4 mm Hg(2).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 16,000(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(1), indicates that isopropylbiphenyl should adsorb to suspended solids and sediment in water(SRC). This compound should rapidly biodegrade under aerobic conditions(SRC). More than 80% of the added isopropylbiphenyl biodegraded aerobically within 48 hours using sediment-water samples in the River Die-Away Test(3). In sewage sludge tests, isopropylbiphenyl was biodegraded 60% in 24 hours and completely biodegraded within one week(3). Isopropylbiphenyl may volatilize from water surfaces based on an estimated Henry's Law constant of 2.1X10-4 atm-cu m/mole(SRC), determined from experimental values for vapor pressure(2) and water solubility(2). Estimated half-lives for a model river and model lake are 10 hours and 7 days, respectively(1,SRC). An estimated BCF value of 5300(1,SRC), from a measured log Kow(2), suggests that isopropylbiphenyl will bioconcentrate in aquatic organisms(SRC), according to a recommended classification scheme(4).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isopropylbiphenyl, which has a measured vapor pressure of 5X10-4 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase isopropylbiphenyl 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 about 40 hours(3,SRC). Particulate-phase isopropylbiphenyl may be physically removed from the air by dry deposition(SRC).
The rate constant for the vapor-phase reaction of isopropylbiphenyl with photochemically produced hydroxyl radicals has been estimated as 9.7X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 40 hr at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).
An estimated BCF value of 5300 was calculated for isopropylbiphenyl(SRC), using a measured log Kow of 5.20(1,SRC) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms will be very high(SRC).|Flagfish exposed to 3.51 ppb for 28 days had a bioconcentration factor of 2896 while the same fish exposed to 24.1 ppb for 28 days had a bioconcentration factor of 10,790 /Wemcol, 1% diisopropyl/
The Koc of isopropylbiphenyl is estimated as approximately 16000(SRC), using a measured log Kow of 5.20(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that isopropylbiphenyl will be immobile in soil(SRC).
The Henry's Law constant for isopropylbiphenyl is estimated as 2.1X10-4 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 5X10-4 mm Hg(1), and water solubility, 0.6 mg/l(1). This value indicates that isopropylbiphenyl will volatilize from water surfaces(2,SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 10 hours(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 7 days(3,SRC). Volatilization from moist soil surfaces is likely given this compound's estimated Henry's Law constant(1,SRC), but not from dry soil surfaces(SRC), based on isopropylbiphenyl's measured vapor pressure(1).
NIOSH (NOES Survey 1981-1983) has statistically estimated that 941 workers (44 of these are female) are potentially exposed to isopropylbiphenyl in the USA(1).
Drug Information
RATS GIVEN (14)C-LABELED 4-ISOPROPYLBIPHENYL (25 MG/KG, ORALLY OR IP) EXCRETED MORE (14)C IN FECES THAN IN URINE & RETAINED 12.1%-16.1% OF DOSE IN THE CARCASS AFTER 48 HR. (14)C WAS OBSERVED IN ALL TISSUES EXAMINED AT 48 HR, BUT WAS UNUSUALLY HIGH ONLY IN FAT.
AN EXTENSIVE STUDY OF THE METABOLISM OF ISOPROPYLBIPHENYL IN SEVERAL SPECIES, INCLUDING MAN, WAS ACCOMPLISHED BY EXTENSIVE USE OF GAS CHROMATOGRAPHY-MASS SPECTROMETRY. THE COMPLEX METABOLITE SEQUENCES FOUND WERE DIFFERENT FOR EACH SPECIES STUDIED (RAT, DOG, MONKEY, MAN). METABOLITE PATTERNS IN EACH SPECIES WERE CONSISTENT WITH THE PHARMACOLOGICAL & TOXICOLOGICAL PROPERTIES IN THAT SPECIES. METABOLITE PATTERNS WERE A CONSEQUENCE OF SEQUENTIAL OXIDATION BEGINNING WITH HYDROXYLATION OF THE ISO-PROPYL GROUP AT THE TERTIARY CARBON IN DOG & MAN & AT BOTH THE TERTIARY & PRIMARY CARBON IN RAT & MONKEY.|RATS GIVEN (14)C-LABELED 4-ISOPROPYLBIPHENYL (25 MG/KG, ORALLY OR IP) EXCRETED MORE (14)C IN FECES THAN IN URINE & RETAINED 12.1%-16.1% OF DOSE IN THE CARCASS AFTER 48 HR. (14)C WAS OBSERVED IN ALL TISSUES EXAMINED AT 48 HR, BUT WAS UNUSUALLY HIGH ONLY IN FAT. THE MAIN METABOLITE IN PLASMA WAS BIPHENYLPROPIONIC ACID, WITH SMALL AMOUNTS OF BIPHENYL-2-PROPANOL & BIPHENYL-ALPHA-METHYL GLYCOLIC ACID. METABOLITES IN URINE & BILE WERE MAINLY RING-HYDROXYLATED FORMS OF THE PLASMA METABOLITES, & ALL THE PHENOLIC METABOLITES WERE CONJUGATED. ... INCUBATION OF 4-ISOPROPYLBIPHENYL WITH RAT LIVER 15,000 G SUPERNATANT YIELDED BIPHENYL-2-PROPANOL & BIPHENYL-ALPHA-METHYL GLYCOLIC ACID.
Complaints of an unpleasent smell, headaches, irritation, fatigue and redness of the face and eyes were reported in 9 out of 13 female office workers handling self-copying paper forms. The smell was attributed to the release of isopropylbiphenyl solvent.|Conclusions of 5 papers on the subject: Studies in 80 office workers indicated only eye and respiratory tract irritation caused by carbonless copy paper (CCP). Papers treated with desensitizing ink were statistically associated with skin irritation. 273 paper samples were studied, 190 of which were carbonless. Paper containing monoisopropylbiphenyl was most often associated with symptoms. Again, CPP treated with desentizing ink were associated with skin irritation. Environmental conditions were studied. No correlations were found between airborne solvent concentrations from CPP and the occurrence of irritative symptoms. Formaldehyde, glutaraldehyde and the organic solvents in which the color formers are dissolved were studied under standard contitions. The emission of aldehydes from CPP is too low to cause the irritative symptoms. The highest emission was of kerosene, which could not be related to the symptoms. ...
4-isopropylbiphenyl
1-phenyl-2-propan-2-ylbenzene Use and Manufacturing
Isopropylbiphenyl is manufactured by the catalytic addition of propylene to biphenyl.
In carbonless-copy paper systems, replaces PCBs in capacitors, heat transfer fluid.|In high voltage capacitors|...As a veterinary medicine to control inflammation. Isopropylbiphenyl improves wear properties and provides radiation resistance when used in lubricants. It shows promise as a dye carrier for synthetic fibers and may be used as an intermediate in the manufacture of dyes, drugs, and pharmaceuticals. Isopropylbiphenyl is an excellent solvent.|PG and MPG formulations are used as solvents in the manufacture of carbonless copy paper.|CG and SURE SOL 250 formulations are used as dielectric fluid in capacitors as a PCB replacement.
Sure Sol 250: >or= 94% isopropyl, 6% di- and tri- isomers.|Sure Sol 250: 95% isopropyl, 5% di- and tri- isomers.|CG: > 94% isopropyl, 3 to 6% diisopropyl, < 0.5% triisopropyl.|PG: >or= 75% isopropyl,
1,1'-Biphenyl, (1-methylethyl)-: ACTIVE
THE APPLICATION OF REVERSED-PHASE HIGH PERFORMANCE TLC WAS EVALUATED FOR THE DETERMINATION OF OCTANOL-WATER PARTITION COEFFICIENTS OF ORGANIC CHEMICALS, INCLUDING ISOPROPYLBIPHENYL. THE USE OF THE CHROMATOGRAPHIC SYSTEM FOR SCREENING PURPOSES IN WORK ON ENVIRONMENTALLY SIGNIFICANT DATA OF POSSIBLE ORGANIC POLLUTANTS IS DISCUSSED.
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