n-운데케인

Undecane

HCID 14257

기본 정보

CAS
1120-21-4
표준 SMILES
CCCCCCCCCCC
InChIKey
RSJKGSCJYJTIGS-UHFFFAOYSA-N
분자식
C11H24
평균 분자량
156.31 g/mol
단동위원소 질량
156.18780077

개요

Undecane appears as a colorless liquid. Insoluble in water and less dense than water. Used to make other chemicals.

이름 및 식별자

우선 이름
Undecane
IUPAC
undecane
현지명
n-운데케인
영어명
Undecane
분자식
C11H24
분자량
156.31

이름 및 동의어

UndecaneN-UNDECANE1120-21-4HendecaneDTXSID9021689JV0QT00NUENSC-66159DTXCID301689CHEBI:46342RefChem:6337214-300-6MFCD00008959
이름 더 보기
n-운데칸운데칸n-운데케인운데케인Undecann-C11H24ALKANE C11hendecan1-UNDECANEHalpaclean
n-HendecaneDecane, methyl-Undecane, >=99%n-Undecane; Hendecane61193-21-3CCRIS 3796EINECS 214-300-6UNII-JV0QT00NUE

데이터베이스 식별자

CAS
1120-21-4、61193-21-3
PubChem CID
14257
DTXSID
DTXSID9021689
ChEMBL
CHEMBL132474
ChEBI
CHEBI:46342
UNII
JV0QT00NUE
EC Number
214-300-6
Nikkaji
J1.759K

물성

구조 계산 물성

XLogP
5.6
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
8
무거운 원자 수
11

실험 및 물리화학적 성질

Chemical ClassesFlammable agents - 2nd degree
LipidsFatty Acyls [FA] -> Hydrocarbons [FA11]
SolventsSolvents -> Aliphatics, Saturated (<C12)
SpringerMaterials PropertiesGibbs energy
FragrancesFragrance Ingredient (Undecane) -> IFRA transparency List
OdorFaint odor

물리화학적 성질

녹는점
-26 °C · -26 °C (lit.)
끓는 점
196 °C · 196 °C (lit.)
밀도
0.74 g/mL · 0.74 g/mL at 25 °C (lit.)
증기 밀도
5.4 · 5.4 (vs air)
증기압
0.4 mm · <0.4 mm Hg ( 20 °C)
굴절률
20 · n20/D 1.417(lit.)

화학적 성질

colourless liquid.

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 0.8% (4 of 486) of reports.

Danger

H304 (99%): 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 486 reports by companies from 14 notifications to the ECHA C&L Inventory.

Danger

유해성 정보

Regulatory Information · 5건

Chemical: Undecane

Undecane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Undecane 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: 30-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/2075

Undecane: HSNO Approval: HSR001262 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Undecane: Human health tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 2건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Fire PotentialFlammable liquid when exposed to heat, sparks, flame, or oxidizers.
Health Hazards · 2건

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.

안전 및 보호

Fire FightingExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Accidental Release Measures · 2건

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2건

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.

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 5건

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.

Use water spray to cool unopened containers.

To fight fire, use foam, mist, dry chemical.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. Keep run-off water out of sewers and water sources.

Storage Conditions · 1건

Conditions 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. Storage class (TRGS 510): Flammable liquids.

독성 정보

Body Burden · 1건

n-Undecane was detected but not quantified in breath and personal air samples collected from 50 individuals in the Los Angeles, CA area(1). n-Undecane was detected in 7 of 12 samples of mothers breast milk from the cities of Bayonne NJ, Jersey City NJ, Bridgeville PA and Baton Rouge LA(2). n-Undecane was detected in expired air collected from 62 non-smoking subjects (20 controls, 14 prediabetics, and 28 diabetics), concentration unknown(3). n-Undecane was detected and quantified in breath and personal air samples collected from 410 individuals in CA, LA and MD between the spring of 1984 and spring of 1987(4). n-Undecane was detected and quantified in personal air samples collected from 113 individuals as part of the German Environmental Survey conducted between 1990-1992(5).

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 · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2,600(SRC), determined from a structure estimation method(2), indicates that n-undecane is expected to have slight mobility in soil(SRC). Volatilization of n-undecane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.1 atm-cu m/mole(SRC), derived from its vapor pressure, 0.412 mm Hg(3), and water solubility, 0.014 mg/L(4). However, adsorption to soil is expected to attenuate volatilization(SRC). n-Undecane is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(SRC). A 118% of theoretical BOD in 4 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-undecane to be readily biodegradable(6). A soil microcosm study using Rangeland silt loam soil determined n-undecane Theoretical oxygen demand (ThOD) values of 31.2-31.8% over a 75 hour period(7).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 2,600(SRC), determined from a structure estimation method(2), indicates that n-undecane 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 6.1 atm-cu m/mole(SRC), derived from its vapor pressure, 0.412 mm Hg(4), and water solubility, 0.014 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 3.7 hours and 5 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 1 month if adsorption is considered(6). According to a classification scheme(7), an estimated BCF of 120(SRC), from an estimated log Kow of 5.74(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is high(SRC). A 118% of theoretical BOD in 4 weeks using activated sludge in the Japanese MITI test(7) suggests that biodegradation is an important environmental fate process in soil(SRC). Other screening tests have also found n-undecane to be readily biodegradable(8). Loss of 15 and 50% of n-undecane was observed within 5 and 15 days, respectively, from crude oil added to a seawater solution collected at Fukae of Kobe harbor, Japan(9). n-Undecane is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-undecane, which has a vapor pressure of 0.412 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-unedecane 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 29 hrs(SRC), calculated from its rate constant of 1.32X10-11 cu cm/molecule-sec at 25 °C(3). Based upon data for similar alkanes(4), n-undecane does not absorb at wavelengths >290 nm and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 1건

n-Undecane was identified as a volatile component of peanut oil (heated from 150 to 200 °C)(1), Beaufort cheese(2), fried bacon(3), roasted filberts (Corylus avellana)(4), chickpea (Cicer arietinum L.) seed(5), fried chicken(6), and kiwi fruit flowers (Actinidia chinensis Planch.)(7), concentrations unknown. 3.52% of the non-condensable volatile fraction area of raw beef volatiles was identified as n-undecane(8).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Milk Concentrationsn-Undecane was detected in 7 of 12 samples of mothers breast milk from the cities of Bayonne NJ, Jersey City NJ, Bridgeville PA and Baton Rouge LA(1).

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
YQ1525000
ridadr
UN 2330
독성
mouse,LD50,intravenous,517mg/kg (517mg/kg),Journal of Pharmaceutical Sciences. Vol. 67, Pg. 566, 1978.
HS 번호
29011090

화학 및 산업

약리 정보

Metabolism/Metabolites · 2건

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.

Metabolism of undecane is likely to occur by hydroxylation to yield the corresponding alcohol.

Absorption, Distribution and Excretion · 5건

Absorption of undecane occurs mainly by inhalation.

... 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.

Dermal penetration and absorption of jet fuels in general, and JP-8 in particular, is not well understood, even though government and industry, worldwide, use over 4.5 billion gallons of JP-8 per year. Exposures to JP-8 can occur from vapor, liquid, or aerosol. Inhalation and dermal exposure are the most prevalent routes. JP-8 may cause irritation during repeated or prolonged exposures, but it is unknown whether systemic toxicity can occur from dermal penetration of fuels. The purpose of this investigation was to measure the penetration and absorption of JP-8 and its major constituents with rat skin, so that the potential for effects with human exposures can be assessed. We used static diffusion cells to measure both the flux of JP-8 and components across the skin and the kinetics of absorption into the skin. Total flux of the hydrocarbon components was 20.3 micrograms/sq cm/hr. Thirteen individual components of JP-8 penetrated into the receptor solution. The fluxes ranged from a high of 51.5 micrograms/sq cm/hr (an additive, diethylene glycol monomethyl ether) to a low of 0.334 micrograms/sq cm/hr (tridecane). Aromatic components penetrated most rapidly. Six components (all aliphatic) were identified in the skin. Concentrations absorbed into the skin at 3.5 hr ranged from 0.055 micrograms per gram skin (tetradecane) to 0.266 micrograms per gram skin (undecane). These results suggest: (1) that JP-8 penetration will not cause systemic toxicity because of low fluxes of all the components; and (2) the absorption of aliphatic components into the skin may be a cause of skin irritation.

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.

For more Absorption, Distribution and Excretion (Complete) data for n-Undecane (6 total), please visit the HSDB record page.

Cellular LocationsMembrane

용도 및 제조

Uses · 5건

Undecane is a component of gasoline. Used in organic synthesis and as a solvent for inks and as a degreaser; [HSDB]

Metal Degreasing [Category: Clean]

Petroleum research, organic synthesis, distillation chaser.

Component of gasoline

Chemical intermediate for chlorinated paraffins (C10-C30 n-paraffins), linear alkylbenzenes (C10-C14 n-paraffins), primary detergent alcohols-C11-C14 paraffins; feedstock for citric acid production by fermentation (as mixture); solvent, especially for printing inks and degreasing applications; chemical intermediate for linear secondary alcohols (former use); chemical intermediate, e.g., for random internal olefins and sulfonates.

U.S. Production · 4건

2023: 85,000,000 - <100,000,000 lb

(1977) AT LEAST 2.27X10+10 GRAMS

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

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Undecane. National Production Volume: 50,000,000 - 100,000,000 lb/yr.

Consumer UsesLubricating agent
Industry UsesIntermediate
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/

Undecane is obtained from the refining of petroleum. Paraffins are isolated by selective adsorption followed by fractional distillation to produce the desired mix of n-paraffins.

Isolation of n-paraffins (C9-C17) from kerosene and gas oil fractions of crude oil by selective adsorption with molecular sieves or adduction with urea followed by fractional distillation to produce the desired mixture of n-paraffins.

Formulations/PreparationsGrades: 95%; 99%; research.
응용 분야 · 3건

개요n-Hendecane, also known as Undecane and Hendecane, is a component of petrol. It is used as a solvent and degreaser for inks as well as in organic synthesis. Due to its low phase transition temperature (-26 °C), it is also used as a core material for microcapsules in cold chain transport.

용도Petroleum research, organic synthesis, distillation chaser.

일반 설명A colorless liquid. Insoluble in water and less dense than water. Flash point 130°F. Used to make other chemicals.

제조 방법

생산 방법Undecane is obtained from the refining of petroleum. Paraffins are isolated by selective adsorption followed by fractional distillation to produce the desired mix of nparaffins (63).

공급사100 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]

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