Perfluorodecane
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Perfluorodecane
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CAS No:
307-45-9
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Formula:
C10F22
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Chemical Name:
Perfluorodecane
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Synonyms:
Decane,1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-docosafluoro-;Decane,docosafluoro-;1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Docosafluorodecane;Perfluorodecane;Docosafluorodecane;Perfluoro-n-decane;1201928-73-5
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CAS No:
Description
Liquid
Perfluorodecane is a fluorocarbon and a fluoroalkane. It derives from a hydride of a decane.
Characteristics
0
7.19340
Liquid
1.770 g/cm3 @ Temp: 45 °C
36 °C
150 °C
55.5ºC
1.261
Poor solvents for all materials except for those with low cohesive energies, such as gases and other PFCs. ... practically insoluble in water and only slightly soluble in hydrocarbons. /Fluorine compounds, organic (aliphatic)/
The extremely nonpolar character of perfluoro compounds, C5-C18 and very low forces of attraction between molecules account for their special properties. ... Perfluorocarbons of higher molecular weight are less thermally stable ... most PFCs are stable below 300 °C /Fluorine compounds, organic (aliphatic)/|Perfluorotertiary amines are less stable thermally and begin to decompose at temperatures of about 250 °C. ... nonflammable /Fluoroethers and fluoroamines/|...Ozone depletion potential of zero /Fluoroethers and fluoroamines/
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.
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Toxicity
LD50 Mouse iv 240 mg/kg /Octadecafluorooctane/
/BIRDS and MAMMALS/ Perfluorooctanesulfonate (PFOS; C8F17SO3-), perfluorooctanesulfonamide (FOSA; C8F17SO2NH2), perfluorohexanesulfonate (PFHxS; C6F13SO3-), and perfluorooctanoate (PFOA; C7F15CO2-) were detected in 175 samples of liver and blood of bluefin tuna (Thunnus thynnus), swordfish (Xiphias gladius), common cormorants (Phalacrocorax carbo), bottlenose dolphins (Tursiops truncatus), striped dolphins (Stenella coeruleoalba), common dolphins (Delphinus delphi), fin whales (Balenoptera physalus), and long-finned pilot whales (Globicephala melas) from the Italian coast of the Mediterranean Sea and in livers of ringed seals (Phoca hispida), gray seals (Halichoerus grypus), white-tailed sea eagles (Haliaeetus albicilla), and Atlantic salmon (Salmo salar) from coastal areas of the Baltic Sea. PFOS was detected in all of the wildlife species analyzed. Concentrations of PFOS in blood decreased in order of bottlenose dolphins > bluefin tuna > swordfish. Mean PFOS concentrations (61 ng/ g, wet wt) in cormorant livers collected from Sardinia Island in the Mediterranean Sea were less than the concentrations of PFOA (95 ng/g, wetwt). PFOS concentrations in cormorant livers were significantly correlated with those of PFOA. FOSA was found in 14 of 19 livers or blood samples of marine mammals from the Mediterranean Sea. The highest concentration of 878 ng FOSA/g, wet wt, was found in the liver of a common dolphin. Livers of ringed and gray seals from the Bothnian Bay in the Baltic Sea contained PFOS concentrations ranging from 130 to 1,100 ng/g, wet wt. No relationships between PFOS concentrations and ages of ringed or gray seals were observed. Concentrations of PFOS in livers of seals were 5.5-fold greater than those in corresponding blood. A significant positive correlation existed between the PFOS concentrations in liver and blood, which indicates that blood can be used for nonlethal monitoring of PFOS. Trend analysis of PFOS concentrations in livers of white-tailed sea eagles collected from eastern Germany and Poland since 1979 indicated an increase in concentrations during the 1990s. Livers of Atlantic salmons did not contain quantifiable concentrations of any of the fluorochemicals monitored. PFOS is a widespread contaminant in wildlife from the Baltic and the Mediterranean Seas, while FOSA and PFOA were detected only in certain locations indicating their sporadic spatial distribution. /Perfluorooctanesulfonate/|/BIRDS and MAMMALS/ Twenty one (n=21) adult sheep of either gender weighing 26.8+/-6.4 kg were randomised to three groups: PFC aerosol (perfluorooctane), PFC group; prostacyclin aerosol (Flolan), PGI2 group; and NaCl aerosol (0.9% sodium chloride solution), control group. After induction of anaesthesia and placement of vascular catheters, lung injury was induced with 0.12 ml/kg oleic acid. Aerosols were continuously administered for 2 hr using a jet nebuliser. Gas exchange, pulmonary mechanic, and hemodynamic parameters were obtained at regular intervals. PFC aerosol increased oxygenation (PaO2) 15 min after the initiation of treatment up to 120 min (P<0.05). Transpulmonary shunt improved in the PFC group (P<0.05) while it did not change in the two other groups. PFC aerosol reduced maximum airway pressure (Pmax) (median) significantly from (median) 38 mbar to 32 mbar (P<0.05). Static compliance improved significantly in the PFC group (P<0.05). The inhalation of a PFC aerosol led to a significant improvement in pulmonary mechanics and gas exchange, which was not observed in the other two groups. /Perfluoro compounds/|/BIRDS and MAMMALS/ In nine sheep, lung injury was induced using oleic acid. Four sheep were treated with vaporized perfluorohexane (PFX) for 30 min, whereas the remaining sheep served as control animals. The animals were studied for 90 min after vaporization. Treatment with PFX vapor improved oxygenation significantly and led to significantly lower shunt values (P<0.05, repeated-measures analysis of covariance). Animals treated with PFX vapor demonstrated a higher ventilation/perfusion (VA/Q)heterogeneity than the control animals (P<0.05, repeated-measures analysis of covariance). A redistribution of relative pulmonary blood flow (Qrel) attributable to oleic acid injury. Qrel shifted from areas that were initially high-flow to areas that were initially low-flow, with no difference in redistribution between the groups. After established injury, Qrel was redistributed to the nondependent lung areas in control animals, whereas Qrel distribution did not change in treatment animals.|/BIRDS and MAMMALS/ The perfluorochemicals (PFC) have a high capacity for dissolving oxygen and carbon dioxide. Two experiments were conducted using PFC as diluent components to assess their effect on the fertilizing capacity of, and the hatchability of eggs from hens inseminated with, turkey semen stored for 30 min or 3 hr. Two PFC were tested for the 30-min experiment: perfluorohexane (FC-72) and perfluorobutyltetrahydrofurane (FC-80). For the 3-hr experiment, these PFC plus bis-1,2-(F-butyl)-ethene (F-44E) were studied. The PFC were emulsified with an equal volume of a standard aqueous salt diluent, Beltsville Poultry Semen Extender (BPSE). The BPSE alone was used as a control in both experiments. Semen was diluted 1:2 with oxygen-saturated extender and stored in closed tubes at 20 to 30 °C prior to insemination. For the 30-min study, PFC diluents resulted in fertility rates comparable to (FC-72) or significantly greater than (FC-80) BPSE alone (P< or = 0.05). There was no significant difference in hatchability due to any semen treatment. When semen was stored for 3 hr, PFC diluents resulted in comparable (FC-80) or significantly higher (F-44E and FC-72) fertility and hatchability rates. Significantly lower embryonic deaths at Day 10 of incubation were noted for all PFC diluents. These findings provide evidence that PFC emulsions are not toxic and prolong fertilizing capacity of turkey sperm during short-term storage, and suggest that providing oxygen carriers such as PFC in semen diluents may be beneficial.|For more Ecotoxicity Excerpts (Complete) data for PERFLUORO COMPOUNDS, C5-18 (6 total), please visit the HSDB record page.
Perfluoro compounds, C5-C18's production and use in electroplating, medical applications(1), and surface treatments(2) may result in their release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc range of 1,031 to 1.0X10+10(SRC), determined from a structure estimation method(2), indicates that perfluoro compounds, C5-C18 are expected to be immobile in soil(SRC). Perfluoro compounds, C5-C18 are essentially nonreactive(3); the recalcitrance of perfluorinated compounds can be attributed to the stability conferred by fluorine substitutes and the absence of structures susceptible to electrophilic or nucleophilic attack(4). As a class, fluorinated organic compounds are resistant to microbial degradation(3).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc range of 1,031 to 1.0X10+10(SRC), determined from a structure estimation method(2), indicates that perfluoro compounds, C5-C18 are expected to adsorb to suspended solids and sediment(SRC). Perfluoro compounds, C5-C18 are essentially nonvolatile(3); the recalcitrance of perfluorinated compounds can be attributed to the stability conferred by fluorine substitutes and the absence of structures susceptible to electrophilic or nucleophilic attack(4). According to a classification scheme(5), a BCF range of 3-26,000(3) suggests bioconcentration in aquatic organisms ranges from low to very high(SRC). As a class, fluorinated organic compounds are resistant to microbial degradation(3).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), perfluoro compounds, C5-C18, with estimated vapor pressures ranging from 0.552 mm Hg (heptacosafluorotributylamine) to 8,670 mm Hg (dodecafluoropentane) at 25 °C(SRC), determined from a fragment constant method(2), are expected to exist in the vapor or gas phase in the ambient atmosphere. As a class, fluorinated organic compounds are resistant to photolysis(3).
Perfluoro compounds, C5-C18 are characterized by very strong carbon-fluorine and carbon-carbon bounds and therefore are quite chemically and thermally stable(1). They are less reactive than hydrocarbons toward all chemical reagents, excluding alkali metals, and are not affected by acids or oxidizing agents nor hydrolyzed below 500 °C(1). Perfluorinated ethers and amines have an ozone depletion potential of zero(2). As a class, fluorinated organic compounds are resistant to hydrolysis and photolysis(3). A predicted atmospheric lifetime for neutral perfluoro-n-hexane has been given as 3,070 yrs(4).
BCF's for perflouoro compounds vary widely, with a range of 2 to 26,000 being reported(1). According to a classification scheme(2), BCF values of 0 to 30 are low and greater than 1,000 are very high.
Using a structure estimation method based on molecular connectivity indices(1), the estimated Koc range for perfluoro compounds, C5-C18 can be from 1,031 (perfluoro-N-methylmorpholine) to 1.0X10+10 (perfluorotriamylamine)(SRC). According to a classification scheme(2), these estimated Koc values suggest that perfluoro compounds, C5-C18 are expected to be immobile in soil.
Perfluoro compounds, C5-C18 are essentially nonrevised(2); the recalcitrance of perfluorinated compounds can be attributed to the stability conferred by fluorine substitutes and the absence of structures susceptible to electrophilic or nucleophilic attack(1).|The estimated Henry's Law constants for perfluoro compounds, C5-C18 range from 4.8X10-4 (perfluoro-N-methylmorpholine) to 7.9X10+6 (perfluorotriamylamine) atm-cu m/mole(SRC) using a fragment constant estimation method(1). According to a classification scheme(2), compounds with Henry's Law constant values of >10-3 are expected to volatilize rapidly from water and moist soil surfaces and those with values <10-7 are essentially non-volatile. Adsorption is expected to attenuate volatilization. The estimated volatilization half-life from a model pond for perfluorotributylamine is 4.1X10+4 years if adsorption is considered(2), up from 3 hrs from a model pond when adsorption is not taken into consideration(4). The potential for volatilization of perfluoro compounds, C5-C18 from dry soil surfaces may exist(SRC) based upon estimated vapor pressures ranging from 0.552 (heptacosafluorotributylamine) to 8,670 (dodecafluoropentane) mm Hg(SRC), determined from a fragment constant method(3).
NIOSH (NOES Survey 1981-1983) has statistically estimated that 7 and 28 workers are potentially exposed to the perfluoro compounds, C5-C18 perfluoropentane and perfluototributylamine, respectively, in the US(1). Occupational exposure to perfluoro compounds, C5-C18 may occur through inhalation and dermal contact with this compound at workplaces where perfluoro compounds, C5-C18 is produced or used(SRC).
Drug Information
Retained Perfluoron was noted less frequently (P < 0.03) than retained Vitreon at each postoperative visit assessed. At 6 months postoperatively, the cumulative rate of retained PFCL (noted at any of the study postoperative visits) was 7.8% of patients in the Perfluoron group and 38.3% in the Vitreon group (P < 0.001). No significant difference was found between the groups in retinal reattachment rates; at 6 months postoperatively, the retina was attached in 45 of 61 (74%) patients in the Perfluoron group and 36 of 57 (63%) patients in the Vitreon group (P = 0.2). There was a trend (P = 0.055) toward better 6-month visual acuity in the Perfluoron group compared with the Vitreon group. The incidence of corneal abnormality at any study visit was 46.7% in the Perfluoron group and 77.4% in the Vitreon group (P < 0.001). At 6 months postoperatively, the cumulative rate of elevated intraocular pressure (>25 mmHg) was 13 +/- 4% and 37 +/- 5%, respectively (P = 0.004). No significant difference was found between the groups in rates of postoperative hypotony.
Perflubron is safe for intraoperative and for long-term use intravitreally. However, emulsification and the breakdown into small bubbles limits the view of the retina when perflubron is used as a long-term tamponade. /perfluorooctylbromide/|Perfluorocarbon liquids are being increasingly used as an intraoperative tool for repair of complicated retinal detachments. A potential complication of their use, however, is liquid entering the anterior chamber in aphakic patients. The corneal toxicity of these two perfluorocarbon liquids /perfluoropolyether and perfluoroctane/ is such that their use as vitreous substitutes should be limited to short-term replacement.
Fluorine-19 NMR spectra of various bodily fluids and liver in vivo display resonances of the parent PFOA or PFDA compounds and do not reveal any evidence of metabolism. Inorganic fluoride from dietary sources is detected in urine from both exposed and control rats. Differences in the route of excretion of PFOA vs PFDA are apparent. The data suggest that PFOA is more readily excreted in the urine while PFDA is preferentially carried in bile. These apparent differences in elimination may account for their observed differences in effective toxicity. The acute transient toxicity and higher LD50 associated with PFOA may result from its rapid renal clearance.
Metabolism studies were conducted using Fischer 344 and Sprague-Dawley rats following inhalation exposure to 1.0% (v/v) air atmospheres of /halon replacement candidates including/ perfluorohexane (PFH) for 2 h. There were no remarkable differences in results between the two strains of rats. For PFH studies, no metabolites were detected in the urine or tissues of exposed animals.
Perfluorooctanoic acid (PFOA), induces apoptosis in human HepG2 cells in a dose- and time-dependent manner. In this study the involvement of reactive oxygen species (ROS), mitochondria, and caspase-9 in PFOA-induced apoptosis was studied. Treatment with 200 and 400 M PFOA caused a dramatic increase in the cellular content of superoxide anions and hydrogen peroxide after 3 h. Measurement of the mitochondrial transmembrane potential after PFOA treatment showed a dissipation of mitochondrial transmembrane potential at 3 hr. Caspase-9 activation was seen at 5 h after treatment with 200 M PFOA. In order to evaluate the importance of these events in PFOA-induced apoptosis, cells were cotreated with PFOA and N-acetylcysteine (NAC), a precursor of glutathione, or Cyclosporin A (CsA), an inhibitor of mitochondrial permeability transition pore (MPT pore). NAC reduced mitochondrial transmembrane potential dissipation, caspase 9 activation, and apoptosis, indicating a role for PFOA-induced ROS. In addition, CsA also reduced mitochondrial transmembrane potential dissipation, caspase 9 activation, and apoptosis, indicating a role for PFOA-induced opening of the MPT pore.
/HUMAN EXPOSURE STUDIES/ Perfluorocarbons induce a transient leukopenia, elevated liver function test values, increased pulmonary artery pressure, transient hypotension, hyperthermia, and pulmonary failure. /Perfluorocarbons/|/SPECIAL STUDIES/ Surgical specimens from five eyes were studied. Three specimens were obtained at the time of further surgery for recurrent retinal detachment; one at repeat penetrating keratoplasty, and one at removal of retained PFO. Each eye had macroscopic white flake-like material on intraocular structures noted before or during surgery. Histopathologic analysis disclosed an inflammatory response featuring macrophages with intracellular vacuoles containing PFO. Removal of the PFO in all five eyes combined with repeat retinal reattachment surgery in three eyes resulted in resolution of the inflammatory response. /Perfluoro-n-octane/
Perfluorodecane Use and Manufacturing
Functional fluids (closed systems)
Computer and electronic product manufacturing|Perfluoro compounds, C5-18: ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
PFAS (per- and polyfluoroalkyl substances) -> OECD Category
Computed Properties
Molecular Weight:538.07
XLogP3:7.8
Hydrogen Bond Acceptor Count:22
Rotatable Bond Count:7
Exact Mass:537.9648696
Monoisotopic Mass:537.9648696
Heavy Atom Count:32
Complexity:627
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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