Pentadecane

HCID 12391CAS 629-62-9

기본 정보

표준 SMILES
CCCCCCCCCCCCCCC
InChIKey
YCOZIPAWZNQLMR-UHFFFAOYSA-N
분자식
C15H32
평균 분자량
212.41 g/mol
단동위원소 질량
212.25040102

이름 및 식별자

우선 이름
Pentadecane
IUPAC
pentadecane
영어명
n-Pentadecane
분자식
C15H32
분자량
0

이름 및 동의어

PentadecaneN-PENTADECANE629-62-9PentadekanDTXSID602726816H6K2S8M2NSC-172781DTXCID107268CHEBI:28897CH3-[CH2]13-CH3CH3-(CH2)13-CH3RefChem:6107
이름 더 보기
211-098-1Pentadecane, n-MFCD00008990Pentadecane, analytical standardHSDB 5729EINECS 211-098-1NSC 172781BRN 1698194

데이터베이스 식별자

CAS
629-62-9
PubChem CID
12391
DTXSID
DTXSID6027268
ChEMBL
CHEMBL1234557
ChEBI
CHEBI:28897
UNII
16H6K2S8M2
EC Number
211-098-1
Nikkaji
J1.702G

물성

구조 계산 물성

XLogP
7.7
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
12
무거운 원자 수
15

실험 및 물리화학적 성질

Density · 3건

0.7685 at 68 °F (NTP, 1992) - Less dense than water; will float

0.7685 g/cu cm at 20 °C

0.7685 @ 20°C

Color/FormColorless liquid
Solubility · 2건

In water, 4.0X10-5 mg/L at 25 °C

Very soluble in ethyl ether, ethanol

Boiling Point · 3건

519.13 °F at 760 mmHg (NTP, 1992)

270.6 °C

270.6 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.
Melting Point · 3건

50 °F (NTP, 1992)

9.95 °C

9.9 °C

물리화학적 성질

끓는 점
270.5 °C · 270.5°C
밀도
0.77 at · 0.770 at 20°C/4°C
색상
무색 액체

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 14.1% (59 of 419) of reports.

Danger

H304 (85.9%): 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 419 reports by companies from 6 notifications to the ECHA C&L Inventory.;Reported as not meeting GHS hazard criteria per 59 of 419 reports by companies.;There are 5 notifications provided by 360 of 419 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.

유해성 정보

Regulatory Information · 5건

Chemical: Pentadecane

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Pentadecane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pentadecane 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/10589

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

Other Safety InformationIMAP assessments - Pentadecane: Human health tier I assessment
DOT LabelCombustible Liquid
Fire Hazards · 1건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:;HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids will float on water. Substance may be transported hot. For hybrid vehicles, ERG Guide 147 (lithium ion or sodium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. If molten aluminum is involved, refer to ERG Guide 169. (ERG, 2024)

Fire PotentialCan be a dangerous fire hazard depending on volatility. /Paraffin hydrocarbons/
Health Hazards · 1건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:;CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas. Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas. Runoff from fire control or dilution water may cause environmental contamination. (ERG, 2024)

안전 및 보호

Fire FightingA fire in your laboratory involving this chemical should be extinguished with a dry chemical, carbon dioxide or halon extinguisher. (NTP, 1992)
First Aid · 1건

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 · 2건

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 ConditionsKeep 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 · 1건

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.

Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: If you 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 alcohol 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)

독성 정보

Body Burden · 1건

n-Pentadecane was detected in 2 of 12 samples of mothers breast milk from the cities of Bayonne NJ, Jersey City NJ, Bridgeville PA and Baton Rouge LA(1). n-Pentadecane was detected in expired air collected from 62 non-smoking subjects (20 controls, 14 prediabetics, and 28 diabetics), concentration unknown(2).

Interactions · 1건

... The present study is an ongoing approach to assess the dose-related percutaneous absorption of a number of aliphatic and aromatic hydrocarbons. The first treatment (1X) was comprised of mixtures containing undecane (4.1%), dodecane (4.7%), tridecane (4.4%), tetradecane (3%), pentadecane (1.6%), naphthalene (1.1%), and dimethyl naphthalene (1.3% of jet fuels) in hexadecane solvent using porcine skin flow through diffusion cell. Other treatments (n = 4 cells) were 2X and 5X concentrations. Perfusate samples were analyzed with gas chromatography-flame ionization detector (GC-FID) using head space solid phase micro-extraction fiber technique. We have standardized the assay to have a good linear correlation for all the tested components in media standards. Absorption parameters including diffusivity, permeability, steady state flux, and percent dose absorbed were estimated for all the tested hydrocarbons. This approach provides a baseline to access component interactions among themselves and with the diluent (solvents). A quantitative structure permeability relationship (QSPR) model was derived to predict the permeability of unknown jet fuel hydrocarbons in this solvent system by using their physicochemical parameters. Our findings suggested a dose related increase in absorption for naphthalene and dimethyl naphthalene (DMN).

Environmental Fate · 4건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 29,200(SRC), determined from a structure estimation method(2), indicates that n-pentadecane is expected to be immobile in soil(SRC). Volatilization of n-pentadecane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 34.4 atm-cu m/mole(SRC), derived from its vapor pressure, 0.00492 mm Hg(3), and water solubility, 4X10-5 mg/L(4). However, adsorption to soil is expected to attenuate volatilization(SRC). n-Pentadecane is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(SRC). A 54.8% of theoretical BOD in 2 weeks using activated sludge in the Japanese MITI test(5) suggests that biodegradation is an important environmental fate process in soil(SRC). Other screening tests have also found n-pentadecane to be readily biodegradable(6). In a soil degradation study at 20 °C, n-pentadecane (at 13 ppm) degraded below detection limits within 5 days(7).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 29,200(SRC), determined from a structure estimation method(2), indicates that n-pentadecane 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 34.4 atm-cu m/mole(SRC), derived from its vapor pressure, 0.00492 mm Hg(4), and water solubility, 4X10-5 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 4 hours and 5.6 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The estimated volatilization half-life from a model pond is 30 months if adsorption is considered(6). According to a classification scheme(7), an estimated BCF of 1520(SRC), from an estimated log Kow of 7.71(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). n-Pentadecane is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). A 54.8% of theoretical BOD in 2 weeks using activated sludge in the Japanese MITI test(8) suggests that biodegradation is an important environmental fate process in soil(SRC). Other screening tests have also found n-pentadecane to be readily biodegradable(9). Loss of 6 and 40% of n-pentadecane was observed within 5 and 15 days, respectively, from crude oil added to a seawater solution collected at Fukae of Kobe harbor, Japan(10).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-pentadecane, which has a vapor pressure of 0.00492 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-pentadecane 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 19 hours(SRC), calculated from its rate constant of 2.07X10-11 cu cm/molecule-sec at 25 °C(3). Based upon data for similar alkanes(4), n-pentadecane does not absorb at wavelengths >290 nm and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

FIELD STUDY: Westerly winds arriving at the Australian Clean Air Baseline Station Cape Grim, Tasmania, have exceedingly long trajectories over the Indian Ocean. In these air masses the n-alkanes C9-C28 were always present in the gas phase and also in the aerosols. In aerosols the total organic matter and its general composition were also measured. All these concentrations agree fairly well with earlier data in marine air over the North Atlantic Ocean. Calculations of the life time of the gas phase n-alkanes must be of oceanic origin in Indian Ocean air and, to a large extent, also in the North Atlantic air. This also applies to the organic component in aerosols. Water analyses show that the n-alkanes C9-C28 may be normal constituents of the oceans.

Food Survey Values · 1건

The mean concentration of n-pentadecane in salt-fermented anchovy and shrimp pastes was determined to be 1204 and 390 ng/g, respectively(1). n-Pentadecane was qualitatively identified as a volatile component of peanut oil (heated from 150 to 200 °C)(2), Beaufort cheese(3), mussels (0.057-8.37 ug/g)(4), chickpea (Cicer arietinum L.) seed(5), kiwi fruit flowers (Actinidia chinensis Planch.)(6), and mutton, chicken, and beef volatiles(7). The aroma concentrates of uncured beef were found to contain 0.17 mg/kg n-pentadecane(8). n-Pentadecane was identified as a volatile component of frankfurters(9). n-Pentadecane was detected in Australian honeys at levels of 0.1-1.8 mg/kg(10). n-Pentadecane was detected in paprika oleoresin at a concentration of <0.1 mg/kg(11).

Milk Concentrationsn-Pentadecane was detected in 2 of 12 samples of mothers breast milk from the cities of Bayonne NJ, Jersey City NJ, Bridgeville PA and Baton Rouge LA(1).
Toxicity Summary · 1건

IDENTIFICATION AND USE: Pentadecane is a colorless liquid. It is used in organic synthesis and as solvent. It is also used for the production of both ionic and nonionic detergents. HUMAN EXPOSURE AND TOXICITY: Pentadecane may be harmful by inhalation, ingestion, or skin absorption during industrial use. ANIMAL STUDIES: Pentadecane, when aspirated into the lungs, is an asphyxiant. Pentadecane incubated in vitro with rabbit heart mitochondrial protein did not cause significant effects on respiration and oxidative phosphorylation of the heart mitochondria. ECOTOXICITY STUDIES: Fertile mallard duck eggs were treated with petroleum hydrocarbon mixtures, applied to the eggshell surface. The petroleum hydrocarbon mixture consisted of aromatics (26% wt/wt) and aliphatics (74% wt/wt). The aliphatic mixture included pentadecane. Application of the petroleum hydrocarbon mixture alone had a minimal effect on embryo survival.

규제 정보

Regulatory Information · 5건

Chemical: Pentadecane

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Pentadecane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pentadecane 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/10589

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

안전 데이터

독성
LD50 ivn-mus: 3494 mg/kg JPMSAE 67,566,78

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Alternative fuels are being considered for civilian and military uses. One of these is S-8, a replacement jet fuel synthesized using the Fischer-Tropsch process, which contains no aromatic compounds and is mainly composed of straight and branched alkanes. Metabolites of S-8 fuel in laboratory animals have not been identified. The goal of this study was to identify metabolic products from exposure to aerosolized S-8 and a designed straight-chain alkane/polyaromatic mixture (decane, undecane, dodecane, tridecane, tetradecane, pentadecane, naphthalene, and 2-methylnaphthalene) in male Fischer 344 rats. Collected blood and tissue samples were analyzed for 70 straight and branched alcohols and ketones ranging from 7 to 15 carbons. No fuel metabolites were observed in the blood, lungs, brain, and fat following S-8 exposure. Metabolites were detected in the liver, urine, and feces. Most of the metabolites were 2- and 3-position alcohols and ketones of prominent hydrocarbons with very few 1- or 4-position metabolites. Following exposure to the alkane mixture, metabolites were observed in the blood, liver, and lungs. Interestingly, heavy metabolites (3-tridecanone, 2-tridecanol, and 2-tetradecanol) were observed only in the lung tissues possibly indicating that metabolism occurred in the lungs. With the exception of these heavy metabolites, the metabolic profiles observed in this study are consistent with previous studies reporting on the metabolism of individual alkanes. Further work is needed to determine the potential metabolic interactions of parent, primary, and secondary metabolites and identify more polar metabolites. Some metabolites may have potential use as biomarkers of exposure to fuels.

Absorption, Distribution and Excretion · 3건

... Pigs were exposed to JP-8 jet fuel-soaked cotton fabrics for 1 and 4 d with repeated daily exposures. Preexposed and unexposed skin was then dermatomed and placed in flow-through in vitro diffusion cells. Five cells with exposed skin and four cells with unexposed skin were dosed with a mixture of 14 different hydrocarbons (HC) consisting of nonane, decane, undecane, dodecane, tridecane, tetradecane, pentadecane, hexadecane, ethyl benzene, o-xylene, trimethyl benzene (TMB), cyclohexyl benzene (CHB), naphthalene, and dimethyl naphthalene (DMN) in water + ethanol (50:50) as diluent. Another five cells containing only JP-8-exposed skin were dosed solely with diluent in order to determine the skin retention of jet fuel HC. The absorption parameters of flux, diffusivity, and permeability were calculated for the studied HC. The data indicated that there was a two-fold and four-fold increase in absorption of specific aromatic HC like ethyl benzene, o-xylene, and TMB through 1- and 4-d JP-8 preexposed skin, respectively. Similarly, dodecane and tridecane were absorbed more in 4-d than 1-d JP-8 preexposed skin experiments. The absorption of naphthalene and DMN was 1.5 times greater than the controls in both 1- and 4-d preexposures. CHB, naphthalene, and DMN had significant persistent skin retention in 4-d preexposures as compared to 1-d exposures that might leave skin capable of further absorption several days postexposure. The possible mechanism of an increase in HC absorption in fuel preexposed skin may be via lipid extraction from the stratum corneum as indicated by Fourier transform infrared (FTIR) spectroscopy. This study suggests that the preexposure of skin to jet fuel enhances the subsequent in vitro percutaneous absorption of HC, so single-dose absorption data for jet fuel HC from naive skin may not be optimal to predict the toxic potential for repeated exposures. For certain compounds, persistent absorption may occur days after the initial exposure.

Rat tissue:air and blood:air partition coefficients (PCs) for octane, nonane, decane, undecane, and dodecane (n-C8 to n-C12 n-alkanes) were determined by vial equilibration. The blood:air PC values for n-C8 to n-C12 were 3.1, 5.8, 8.1, 20.4, and 24.6, respectively. The lipid solubility of n-alkanes increases with carbon length, suggesting that lipid solubility is an important determinant in describing n-alkane blood:air PC values. The muscle:blood, liver: blood, brain:blood, and fat:blood PC values were octane (1.0, 1.9, 1.4, and 247), nonane (0.8, 1.9, 3.8, and 274), decane (0.9, 2.0, 4.8, and 328), undecane (0.7, 1.5, 1.7, and 529), and dodecane (1.2, 1.9, 19.8, and 671), respectively. The tissue:blood PC values were greatest in fat and the least in muscle. The brain:air PC value for undecane was inconsistent with other n-alkane values. Using the measured partition coefficient values of these n-alkanes, linear regression was used to predict tissue (except brain) and blood:air partition coefficient values for larger n-alkanes, tridecane, tetradecane, pentadecane, hexadecane, and heptadecane (n-C13 to n-C17). Good agreement between measured and predicted tissue:air and blood:air partition coefficient values for n-C8 to n-Cl2 offer confidence in the partition coefficient predictions for longer chain n-alkanes.

n-Hexadecane and n-pentadecane are similarly absorbed when given orally to rats.

Cellular LocationsMembrane

용도 및 제조

Uses · 6건

Used as a solvent for inks and degreasing; Used as an intermediate for chemical synthesis; [HSDB]

Metal Degreasing [Category: Clean];Pulp and Paper Processing [Category: Industry];Textiles (Printing, Dyeing, or Finishing) [Category: Industry]

It is used in organic synthesis and as solvent.

CHEM INT FOR CHLORINATED PARAFFINS (C10-C30 N-PARAFFINS)

FEEDSTOCK FOR CITRIC ACID PRODN BY FERMENTATION (AS MIXT)

SOLVENT, ESP FOR PRINTING INKS & DEGREASING APPLICATIONS

U.S. Production · 3건

2023: 21,112,173 lb;2022: 26,231,681 lb;2021: 25,506,539 lb;2020: 20,547,946 lb

(1977) AT LEAST 4.54X10+8 GRAMS

(1981) 3.16X10+11 G (TOTAL, N-PARAFFINS)

Consumer UsesHeat stabilizer;Fuel;Lubricating agent;Other
Industry UsesHeat stabilizer;Intermediate;Other;Lubricating agent;Fuel
Methods of Manufacturing · 3건

By far the largest amount of saturated hydrocarbons is obtained from the natural sources natural gas and petroleum, either by isolation, e.g., fractional distillation, or by suitable conversion reactions. Additional sources include various products derived from coal processing or biomass conversion reactions, e.g., Fischer-Tropsch synthesis. Saturated hydrocarbons that are unavailable from natural sources or for laboratory purposes are produced by special synthesis or by conversion processes. /Saturated hydrocarbons/

Pentadecane is produced by isolation of n-paraffins (C9-C17) from kerosene and gas oil fractions of crude oil by selective adsorption and fractional distillation.

ISOLATION OF N-PARAFFINS (C9-C17) FROM KEROSENE & GAS OIL FRACTIONS OF CRUDE OIL BY SELECTIVE ADSORPTION WITH MOLECULAR SIEVES OR ADDUCTION WITH UREA FOLLOWED BY FRACTIONAL DISTILLATION TO PRODUCE THE DESIRED MIXT OF N-PARAFFINS

Formulations/PreparationsGrades: technical.

공급사50 곳

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