Octadecane

HCID 11635CAS 593-45-3

Grundinformationen

Standard-SMILES
CCCCCCCCCCCCCCCCCC
InChIKey
RZJRJXONCZWCBN-UHFFFAOYSA-N
Summenformel
C18H38
Durchschnittliche Molmasse
254,5 g/mol
Monoisotopische Masse
254,29735121

Namen und Bezeichner

Bevorzugter Name
Octadecane
IUPAC
octadecane
Englischer Name
n-Octadecane
Summenformel
C18H38
Molmasse
254.49432

Namen und Synonyme

OCTADECANEn-Octadecane593-45-3N102P6HAIUDTXSID9047172NSC-4201DTXCID7027172CHEBI:32926RefChem:6081octadecane, 14C-labeled cpd209-790-3Octadecan
Weitere Namen anzeigen
Octadecane, n-TS Paraffin TS 8Octadecane, 99%NSC 4201EINECS 209-790-3MFCD000090071-(4-Chlorophenyl)-1,3-dihydro-2H-indol-2-oneAI3-06523

Datenbank-Bezeichner

CAS
593-45-3
PubChem CID
11635
DTXSID
DTXSID9047172
ChEBI
CHEBI:32926
UNII
N102P6HAIU
EC Number
209-790-3
Nikkaji
J2.695F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
9,3
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
15
Schwere Atome
18

Experimentelle und physikochemische Eigenschaften

LogPKow = 2.3X10+8 (log Kow 8.36)
OdorFuel-like
Density · 3 Einträge

0.7768 at 82 °F (NTP, 1992) - Less dense than water; will float

0.7768 g/cu cm at 28 °C

0.7768 @ 28°C

Color/Form · 2 Einträge

Needles from alcohol, ether-methanol

Colorless liquid

Solubility · 5 Einträge

In water, 6.00X10-3 mg/L at 25 °C

Insoluble in water

Slightly soluble in ethanol; soluble in ethyl ether, acetone, chloroform; ligroin

Soluble in alcohol, acetone, ether, petroleum, coal tar hydrocarbons

6e-06 mg/mL at 25 °C

Flash Point · 3 Einträge

212 °F (NTP, 1992)

Flash point equals 212 °F

166 °C (331 °F) - closed cup

Physikochemische Eigenschaften

Schmelzpunkt
28.2 °C · 28.2 °C
Siedepunkt
316.3 °C · 316.3 °C
Dichte
0.7786 g/cm3 · 0.7786 g/cm3(Temp: 28 °C)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 9.9% (163 of 1644) of reports.

Danger

H304 (89.7%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]

P301+P316, P331, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1644 reports by companies from 7 notifications to the ECHA C&L Inventory.;Reported as not meeting GHS hazard criteria per 163 of 1644 reports by companies.;There are 6 notifications provided by 1481 of 1644 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Octadecane

Octadecane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octadecane are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 28-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5654

Octadecane: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Octadecane: Human health tier I assessment
DOT LabelFlammable Solid
Fire HazardsCombustible. (NTP, 1992)
Health Hazards · 1 Eintrag

Excerpt from ERG Guide 133 [Flammable Solids]:;Fire may produce irritating and/or toxic gases. Contact may cause burns to skin and eyes. Contact with molten substance may cause severe burns to skin and eyes. Runoff from fire control or dilution water may cause environmental contamination. (ERG, 2024)

Hazards SummaryA skin irritant; [MSDSonline]

Sicherheit und Schutzausrüstung

Fire FightingTo extinguish a fire involving this chemical you may use a dry chemical, carbon dioxide, foam or halon extinguisher; a water spray may also be used. (NTP, 1992)
First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Fire Fighting Procedures · 2 Einträge

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

Storage ConditionsConditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.
Cleanup Methods · 2 Einträge

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures. Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal.

In this study, the effect of two commercially available non-ionic surfactants, Triton X-100 and Tween-80, on the rate of biodegradation of octadecane by four bacterial strains was investigated. Two of the bacterial strains, Pseudomonas aeruginosa (ATCC 9027) and Rhodococcus erythropolis, were stimulated by surfactant addition to mineralize octadecane at a faster rate than in the absence of surfactant amendment. The addition of Triton X-100 and Tween-80 to two Acinetobacter strains had no effect on their rate of mineralization of octadecane. The rate of mineralization without surfactant amendment was much faster for the two Acinetobacter strains than for the other strains. The cell surface hydrophobicities of all strains were measured using the bacterial adherence to hydrocarbon assay. The results indicated that the Acinetobacter strains were very hy-drophobic while Pseudomonas aeruginosa and Rhodococcus erythropolis were both hydrophilic. These results suggest that surfactant-enhanced bioremediation may be correlated with cell surface hydrophobicity.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

Toxikologische Informationen

Interactions · 1 Eintrag

The trans-membrane transport of hydrocarbons is an important and complex aspect of the process of biodegradation of hydrocarbons by microorganisms. The mechanism of transport of (14)C n-octadecane by Pseudomonas sp. DG17, an alkane-degrading bacterium, was studied by the addition of ATP inhibitors and different substrate concentrations. When the concentration of n-octadecane was higher than 4.54 umol/L, the transport of (14)C n-octadecane was driven by a facilitated passive mechanism following the intra/extra substrate concentration gradient. However, when the cells were grown with a low concentration of the substrate, the cellular accumulation of n-octadecane, an energy-dependent process, was dramatically decreased by the presence of ATP inhibitors, and n-octadecane accumulation continually increased against its concentration gradient. Furthermore, the presence of non-labeled alkanes blocked (14)C n-octadecane transport only in the induced cells, and the trans-membrane transport of n-octadecane was specific with an apparent dissociation constant K t of 11.27 umol/L and V max of 0.96 umol/min/mg protein. The results indicated that the trans-membrane transport of n-octadecane by Pseudomonas sp. DG17 was related to the substrate concentration and ATP.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), a Koc value of 2.2X10+7(2), indicates that octadecane is expected to be immobile in soil(SRC). Volatilization of octadecane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.9X10-2 atm-cu m/mole(3), based upon its vapor pressure, 3.41X10-4 mm Hg(4), and water solubility, 6.0X10-3 mg/L(5). However, adsorption to soil is expected to attenuate volatilization(SRC). Octadecane is not expected to volatilize from dry soil surfaces based upon its vapor pressure(4). Octadecane achieved 6 to 30% biodegradation after 28 days in sediment and marine-water inoculums(6), indicating that biodegradation is an important environmental fate process under certain conditions in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), a Koc value of 2.2X10+7(2), indicates that octadecane is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.9X10-2 atm-cu m/mole(4) from its vapor pressure, 3.41X10-4 mm Hg(5), and water solubility, 6.0X10-3 mg/L(6). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1.7 hours and 6.3 days, respectively(SRC). However, adsorption to suspended solids and sediment is expected to attenuate volatilization(SRC). The estimated volatilization half-life from a model pond is greater than 2 years if adsorption is considered(7). According to a classification scheme(8), an estimated BCF of 730(SRC), from its log Kow of 8.36(2) and a regression-derived equation(4), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Octadecane has a calculated half-life of 2.5 days in unacclimated pond-water(9), indicating that biodegradation is an important environmental fate process under certain conditions in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), octadecane, which has a vapor pressure of 3.41X10-4 mm Hg at 25 °C(2), is expected to almost exist entirely as a vapor in the ambient atmosphere. Vapor-phase octadecane 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 17 hours(SRC), calculated from its rate constant of 2.2X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Octadecane does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 1 Eintrag

Octadecane was identified as a volatile component in the edible extract of Korean Chamchwi (Aster scaber Thunb)(1). Octadecane was detected in the extract of 8 Australian yellow box honey samples, and 8 Australian blue gum honey samples at average concentrations of 0.9 and 0.5 mg/kg, respectively(2).

Toxicity Summary · 1 Eintrag

IDENTIFICATION AND USE: Octadecane is a solid n-alkane. Octadecane is used as a solvent, in organic synthesis, and as a calibration standard. HUMAN EXPOSURE AND TOXICITY: There are no data available. ANIMAL STUDIES: A structure activity relationship of pure n-alkanes was undertaken in a mouse ear edema model to investigate the mechanism of cumulative irritancy. Alkanes were applied twice daily over a 4-day period. Hexadecane, octadecane, and eicosane exhibited progressively decreasing activity. ECOTOXICITY STUDIES: An acute toxicity test was conducted on the marine copepod Acartia tonsa. Octadecane concentrations ranged from 9.7 to 3200 mg/L. 48-hr loading rate of test substance resulting in 50% mortality LL50 >3200 mg.

Ecotoxicity Excerpts · 1 Eintrag

/AQUATIC SPECIES/ An acute toxicity test was conducted on the marine copepod Acartia tonsa. The test substance (octadecane) concentrations (nominal loading rates) ranged from 9.7 to 3200 mg/L. Test solutions were prepared as individual water accomodation fractions (WAF). Control and dilution water were natural seawater from an unpolluted site at about 80 m depth in Byfjord, filtered through sand filter at the collection, then through a GF/C filter and briefly heated to 75 °C prior to use. Test substance was mixed in dilution water for 20 hours, and the mixture was allowed to settle for 4 hours prior to drawing off the aqueous solutions for testing ... In the test, 6 concentrations were tested in a geometric series: 9.7, 32.2, 99.1, 320, 993 and 3200 mg/L ... /loading rate of test substance resulting in 50% mortality/ 48-hr LL50 >3200 mg/L (WAF).

Plant Concentrations · 2 Einträge

Octadecane detections in plants used in food and medicinal applications(1). /Octadecane/[Table#8361]

n-Octadecane detections in plants used in food and medicinal applications(1).;Table: 10 of 16 Plants Listed [Table#8362]

Regulatorische Informationen

Regulatory Information · 4 Einträge

Chemical: Octadecane

Octadecane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octadecane are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 28-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5654

Octadecane: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

Alarmwort
Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H304

Chemie und Industrie

Pharmakologische Informationen

Absorption, Distribution and Excretion · 2 Einträge

Liver, heart, kidneys, muscle and adipose (perirenal and s.c.) /bovine/ tissues were collected from 6 animals for analysis of their hydrocarbon composition. Qualitative and quantitative determinations were carried out by gas chromatography and combined gas chromatography-mass spectrometry. Although differing in the proportions, a homologous series of n-alkanes ranging from n-C12-n-C31 was found in all samples. The isoprenoid hydrocarbons phytane and phytene (phyt-1-ene and phyt-2-ene) were also identified. (These findings have relevance to the health of humans consuming hydrocarbon-contaminated meats.) /n-Alkanes/

The trans-membrane transport of hydrocarbons is an important and complex aspect of the process of biodegradation of hydrocarbons by microorganisms. The mechanism of transport of (14)C n-octadecane by Pseudomonas sp. DG17, an alkane-degrading bacterium, was studied by the addition of ATP inhibitors and different substrate concentrations. When the concentration of n-octadecane was higher than 4.54 umol/L, the transport of (14)C n-octadecane was driven by a facilitated passive mechanism following the intra/extra substrate concentration gradient. However, when the cells were grown with a low concentration of the substrate, the cellular accumulation of n-octadecane, an energy-dependent process, was dramatically decreased by the presence of ATP inhibitors, and n-octadecane accumulation continually increased against its concentration gradient. Furthermore, the presence of non-labeled alkanes blocked (14)C n-octadecane transport only in the induced cells, and the trans-membrane transport of n-octadecane was specific with an apparent dissociation constant K t of 11.27 umol/L and V max of 0.96 umol/min/mg protein. The results indicated that the trans-membrane transport of n-octadecane by Pseudomonas sp. DG17 was related to the substrate concentration and ATP.

Cellular LocationsMembrane

Verwendung und Herstellung

Uses · 4 Einträge

Used as a solvent and in organic synthesis; [Hawley]

Octadecane is used as a solvent, in organic synthesis, and as a calibration standard.

They are used mainly in applications for which isoalkanes are not acceptable for biological reasons, e.g., the production of detergents or proteins. /Higher n-Alkanes/

Solid n-alkanes (paraffin waxes) are used in a variety of applications, e.g., ... oxidation, and chlorination reactions. /Higher n-Alkanes/

U.S. Production · 2 Einträge

2023: 392,408 lb;2022: 822,920 lb;2021: 1,251,588 lb;2020: 1,865,618 lb

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Octadecane. National Production Volume: Withheld.

Consumer UsesHeat stabilizer;Not Known or Reasonably Ascertainable;Other
Industry UsesIntermediate;Heat stabilizer;Other
Methods of Manufacturing · 2 Einträge

The liquefaction of coal provides the greatest variety of saturated hydrocarbons. The Fischer-Tropsch synthesis produces alkanes from syngas (CO + H2) in the range C1 to C30 or higher depending on the process variant: depending on the catalyst employed, the synthesis yields predominantly liquid hydrocarbons in the gasoline range, along with gases from C1 to C4 when iron-based catalysts are used, while cobalt-based catalysts produce longer chain hydrocarbons in the diesel and wax range that often undergo, depending of the desired product slate, further processing, especially for gasoline generation. While iron-based Fischer-Tropsch catalysts generate complex mixtures that also include branched and olefinic hydrocarbons, cobalt-based catalysts produce streams that are rich in n-alkanes and are therefore suitable raw materials for detergents and for wax products. /Saturated Hydrocarbons/

Suitable sources for n-alkanes with more than six carbon atoms are the appropriate petroleum distillate fractions, from which the n-paraffins can be isolated in high isomeric purity (= 95% linearity) by selective separation techniques, especially fractional distillation. /Higher n-Alkanes/

Use Classification · 2 Einträge

Fragrance Ingredients

Cosmetics -> Skin conditioning; Solvent; Emollient

Anbieter50 Anbieter

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