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オクタコサン

Octacosane

HCID 12408
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
630-02-4
標準SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCCCC
InChIKey
ZYURHZPYMFLWSH-UHFFFAOYSA-N
分子式
C28H58
平均分子量
394.8 g/mol
単同位体質量
394.45385185

概要

Waxy hydrocarbon, insoluble in water.

名称と識別子

優先名称
Octacosane
IUPAC
octacosane
現地名
オクタコサン
英語名
n-Octacosane
分子式
C28H58
分子量
394.76

名称と別名

OCTACOSANEn-Octacosane630-02-4DTXSID6058639VFF49836P8NSC-5549CHEBI:32943RefChem:43509DTXCID4032326211-125-7Octacosane, n-MFCD00009355
名称をさらに表示
オクタコサンn-オクタコサンN‐オクタコサンN-オクタコサン, IN ISOOCTANE (1000ΜG/ML)ALKANE C28Octocosanen-Octcosanen-octocosaneOctacosanateOctacosane>Octacosane 99%n-Octacosane 0
NSC 5549CH3-[CH2]26-CH3NSC 5549; n-OctacosaneOctacosane, analytical standardC28H58CCRIS 680UNII-VFF49836P8EINECS 211-125-7

データベース識別子

CAS
630-02-4
PubChem CID
12408
DTXSID
DTXSID6058639
ChEBI
CHEBI:32943
UNII
VFF49836P8
EC Number
211-125-7
Nikkaji
J528B

物性

構造計算による物性

XLogP
14.8
極性表面積
0 Ų
水素結合供与体数
0
水素結合受容体数
0
回転可能結合数
25
重原子数
28
形式電荷
0
複雑度
218

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Aliphatics, Saturated (>C11)

n-Alkane

LipidsFatty Acyls [FA] -> Hydrocarbons [FA11]
Density · 2 件

0.8067 at 68 °F (NTP, 1992) - Less dense than water; will float

0.8067 g/cu cm at 20 °C

Color/FormMonoclinic or orthorhombic crystals from benzene, alcohol
Solubility · 2 件

Insoluble in water

Miscible with acetone, soluble in benzene, chloroform

Boiling Point · 3 件

808.9 °F at 760 mmHg (NTP, 1992)

432 °C

440 °C @760 [mm Hg]

Melting Point · 2 件

148.1 °F (NTP, 1992)

61.3 °C

Vapor Density1.6X10-9 mm Hg at 25 (extrapolated)
Physical Description · 2 件

Waxy hydrocarbon, insoluble in water.

Waxy solid; [CAMEO] White powder; [MSDSonline]

Stability/Shelf Life

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 100% (7 of 7) of all reports.

Not Classified

Aggregated GHS information provided per 7 reports by companies from 1 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory InformationOctacosane: Does not have an individual approval but may be used under an appropriate group standard
DOT LabelFlammable Solid
Fire HazardsFlash point data for this compound is not available, but it is probably combustible. (NTP, 1992)
Health HazardsExcerpt from ERG Guide 133 [Flammable Solids]:
Hazards SummaryMay cause irritation; [MSDSonline]
Reactive GroupHydrocarbons, Aliphatic Saturated
Reactivity Profile · 1 件

Saturated aliphatic hydrocarbons, such as N-OCTACOSANE, may be incompatible with strong oxidizing agents like nitric acid. Charring of the hydrocarbon may occur followed by ignition of unreacted hydrocarbon and other nearby combustibles. In other settings, aliphatic saturated hydrocarbons are mostly unreactive. They are not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents. When heated sufficiently or when ignited in the presence of air, oxygen or strong oxidizing agents, they burn exothermically to produce carbon dioxide and water.

Air and Water ReactionsInsoluble in water.
Toxic Combustion Products

化学と産業

薬理情報

Absorption, Distribution and Excretion · 2 件

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/

Arthrobacter nicotianae KCC B35 isolated from blue-green mats densely covering oil sediments along the Arabian Gulf coast grew well on C10 to C40 n-alkanes as sole sources of carbon and energy. Growth on C20 to C40 alkanes was even better than on C10 to C18 alkanes. Biomass samples incubated for 6 hr with n-octacosane (C28) or n-nonacosane (C29) accumulated these compounds as the predominant constituent alkanes of the cell hydrocarbon fractions. The even chain hexadecane C16 and the odd chain pentadecane C15 were the second dominant constituent alkanes in C28 and C29 incubated cells, respectively. n-Hexadecane-incubated cells accumulated in their lipids higher proportions of C16-fatty acids than control cells not incubated with hydrocarbons. On the other hand, C28 and C29-incubated cells did not contain any fatty acids with the equivalent chain lengths, but the fatty acid patterns of the cell lipids suggest that there should have been mid-chain oxidation of these very long chain alkanes. This activity qualifies A. nicotianae KCC B35 to be used in cocktails for bioremediating environments polluted with heavy oil sediments.

用途と製造

Uses · 2 件

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/

Methods of Manufacturing · 2 件

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/

関連反応

0 件
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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
Stable under recommended storage conditions.
Other Experimental Properties1 Pa at 136.5 °C; 10 Pa at 169.8 °C; 100 Pa 210.9 °C; 1 kPa at 263.1 °C; 10 kPa at 332.0 °C; 100 kPa at 430.6 °C

物理化学的性質

融点
57 · 57-62 °C(lit.)
沸点
278 °C15 · 278 °C15 mm Hg(lit.)
比重(密度)
0.8067 · 0.8067
蒸気密度
13.6 · 13.6 (vs air)
蒸気圧
1 mm · <1 mm Hg ( 20 °C)
屈折率
1.433 · 1.4330
闪点
227 °C · 227 °C
貯蔵温度
room temp
外見
光沢のあるフレークまたはパウダー
色
白い
水溶解度
クロロホルム、アセトン、ベンゼン、トルエンに可溶。水に不溶。
BRN
1770570 · 1770570
Henry's Law Constant
5.6 · 5.6×10-9 mol/(m3Pa) at 25℃, Hilal et al. (2008)
安定性
安定。可燃性。強力な酸化剤とは相容れない。
主な用途
石油
InChI
1S/C28H58/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-28H2,1-2H3
InChIKey
ZYURHZPYMFLWSH-UHFFFAOYSA-N
SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCCCC
LogP
14.973 · 14.973 (est)
CAS データベース
630 · 630-02-4(CAS DataBase Reference)
NISTの化学物質情報
Octacosane(630-02-4)
EPAの化学物質情報
Octacosane (630-02-4)

化学的性質

化学的特性white powder or waxy solid

Carbon oxides
Hazard Classes and CategoriesNot Classified
Skin, Eye, and Respiratory Irritations/Higher alkanes/ may cause eye and skin irritation.
Hazardous Reactivities and IncompatibilitiesIncompatible materials: Strong oxidizing agents

安全と保護具

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 件

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.

Fire Fighting Procedures · 2 件

Wear self contained breathing apparatus for fire fighting if necessary.

Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
Cleanup Methods · 1 件

ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures: Avoid dust formation. Avoid breathing vapors, mist or gas. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Sweep up and shovel. Keep in suitable, closed containers for disposal.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: You should dampen the solid spill material with acetone, then transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the adsorbent paper 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 contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 2 件

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated packaging: Dispose of as unused product.

Preventive Measures · 5 件

Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection.

ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures: Avoid dust formation. Avoid breathing vapors, mist or gas. Environmental precautions: Do not let product enter drains.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits 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.

Isolation and EvacuationExcerpt from ERG Guide 133 [Flammable Solids]:
Protective Action Criteria (PAC) · 3 件

500 [mg/m3]

5500 [mg/m3]

33000 [mg/m3]

Personal Protective Equipment (PPE) · 5 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter.

Eye/face protection: Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).

Skin protection: Handle with gloves.

Body Protection: Choose body protection in relation to its type, to the concentration and amount of dangerous substances, and to the specific work-place. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

Respiratory protection: Respiratory protection is not required. Where protection from nuisance levels of dusts are desired, use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 7.1X10+7(SRC), determined from a structure estimation method(2), indicates that octacosane is expected to be immobile in soil(SRC). Volatilization of octacosane from moist soil surfaces is expected(SRC) given an estimated Henry's Law constant of 870 atm-cu m/mole(SRC), using a fragment constant estimation method(2). However, adsorption to soil is expected to attenuate volatilization(SRC). Octacosane is not expected to volatilize from dry soil surfaces(SRC) based upon an extrapolated vapor pressure of 1.60X10-9 mm Hg at 25 °C(3). Biodegradation oxygen consumption values of 8.2 and 7.8 ug/mL for analogous tetracosane (C24) and dotriacontane (C32), respectively, using a soil suspension(4) indicate that biodegradation of octacosane may be a slow environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 7.1X10+7(SRC), determined from a structure estimation method(2), indicates that octacosane 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 870 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 5.8 hours and 7.9 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is more than 2 years if adsorption is considered(4). According to a classification scheme(5), an estimated BCF of 4.5(SRC), from an estimated log Kow of 14.09(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation oxygen consumption values of 8.2 and 7.8 ug/mL for analogous tetracosane (C24) and dotriacontane (C32), respectively, using a soil suspension(6) indicate that biodegradation of octacosane may be a slow environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), octacosane, which has an extrapolated vapor pressure of 1.60X-9 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase octacosane will be removed from the atmosphere by wet and dry deposition (SRC). Octacosane does not contain chromophores that absorb at wavelengths >290 nm(3) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Toxicity Summary · 1 件

IDENTIFICATION AND USE: Octacosane is a higher n-alkane containing 28 carbon atoms (C28). HUMAN EXPOSURE AND TOXICITY: There are no data available. ANIMAL STUDIES: A homologous series of n-alkanes ranging from n-C12-n-C31 was found in all samples of liver, heart, kidneys, muscle and adipose bovine tissues.

Plant Concentrations · 2 件

Octacosane detections in plants used in food and medicinal applications(1). /Octacosane/[Table#8381]

n-Octacosane detections in plants used in food and medicinal applications(1).[Table#8382]

Effluent ConcentrationsAlkanes (C20-C32) were the most abundant trace organic compounds found in particulate matter from vehicle exhaust with emission factors for octacosane from diesel driven light-duty vehicles of <0.3-18.5 ug/km(1).
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of octacosane can be estimated to be 7.1X10+7(SRC). According to a classification scheme(2), this estimated Koc value suggests that octacosane is expected to be immobile in soil.

Natural Pollution SourcesOctacosane has been detected in various parts of a least 13 varieties of plants(1).
Atmospheric Concentrations · 3 件

URBAN/SUBURBAN: Octacosane was detected in particulate air samples from Georgia Tech campus, GA at mean concentrations of 0.50 and 1.21 ng/cu m for summer 2005 and winter 2006, respectively(1). A mean octacosane concentration of approximately 16 ng/cu m was reported in the particulate phase of air samples collected in an urban and industrialized area in Prato, Italy during 2002(2). Octacosane concentration was 10.3 and 7.5 ng/cu m in particulate phase in the summer and winter, respectively; the concentration was 1.6 and 0.8 ng/cu m in the vapor phase in summer and winter, respectively; samples were collected in an urban area in Nagoya, Japan in 1991(3).

RURAL/REMOTE: Octacosane was detected in particulate air samples from a rural area of Yorkville, GA at mean concentrations of 0.16 and 0.88 ng/cu m for summer and winter, respectively(1).

SOURCE DOMINATED: Octacosane was detected in the gas and particle phase of tailpipe emissions from non-catalyst equipped gasoline powered motor vehicles at concentrations of 3.0 and 119 ug/km, respectively(1). Octacosane was detected at 83-420 pg/cu m with a mean of 190 pg/cu m in particulate air samples collected near a highway in Raleigh, NC; concentrations in samples collected 275 meters from the highway contained 53-530 pg/cu m with a mean of 170 pg/cu m(2). Octacosane was detected in particulate air samples from an interstate highway in Georgia at a mean concentration of 0.61 and 1.69 ng/cu m for summer and winter, respectively(3).

Fish/Seafood Concentrations · 1 件

Catfish samples collected from seven locations in the Arabian Gulf had concentrations of C28 alkanes (possibly octacosane) ranging from not detected to 3.3 ng/g wet weight(1). Mean (range) octacosane concentrations of 235.4 (151-441), 437.4 (not detected - 993) and 72.0 (not detected - 218) ng/g dry weight were reported in marine winkle (Osilinus attratus) samples collected from three sampling stations off the Coast of Tenerife (Canary Islands) during 1990-1991(2). Mean octacosane concentrations of 189.1, 63.62 and 150.0 ng/g dry weight were reported in intertidal limpet (Patella ulyssiponensis) from 3 sampling stations in the Canary Islands during 1991-1993(3). Mean octacosane concentrations of 967.3, 182.2, and 969.1 ng/g dry weight were reported in intertidal limpet (Patella crenata) collected during May 1991-December 1993 at 3 sampling stations in the Canary Islands(4).

Artificial Pollution SourcesAlkanes such as octaconsane may be components in petroleum products(1) and may be released to the environment through the processing and combustion of petroleum products(SRC).
Environmental Biodegradation · 2 件

AEROBIC: Oxygen consumption of 8.2 and 7.8 ug/mL over 10 days was reported for straight chain alkanes tetracosane (C24) and dotriacontane (C32), respectively, using a soil suspension of Hudson-Collamer silt loam soil incubated in the dark at 25 °C(1). By analogy, these test results suggest that biodegradation rates are slow for long chain alkanes such as octacosane (C28) under these conditions(SRC).

PURE CULTURE: Using 5 different marine bacterial strains and 4 different nitrogen sources, biodegradation of petroleum oil was examined under aerobic conditions at 26 °C for 10 days; octacosane, present as a component of the petroleum oil, was degraded by 4 of 5 bacterial strains with certain nitrogen sources, consumption ranged from 6 to 96%(1).

Sediment/Soil ConcentrationsSEDIMENT: Octacosane concentrations were 10-297 ng/g dry weight in sediments samples collected from 14 sites from the Shinano River in Niigata, Japan from November 2005 to April 2006(1).
Environmental Bioconcentration · 1 件

An estimated BCF of 4.5 was calculated in fish for octacosane(SRC), using an estimated log Kow of 14.09 and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

安全データ

wgk
3
tsca
TSCA listed
hs_code
29011090
化審法
(2)-10
safety_code
24/25
ストレージクラス
11 - Combustible Solids
有毒物質データの
630-02-4(Hazardous Substances Data)

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/

General Manufacturing Information · 4 件

Octacosane: ACTIVE

Gas-phase dehydrogenation of n-alkanes over noble-metal catalysts yield the corresponding n-alkenes at low conversion rates (ca. 10%) with predominantly internal double bonds. The corresponding alkenes can be isolated in high purity by selective molecular-sieve processes. /Higher n-Alkanes/

The toxicity of the plant Moschosma polystachyum was evaluated against mosquito Culex quinquefasciatus. The crude leaf extract and active compound octacosane showed negligible mortality against early third instar larvae of Culex quinquefasciatus. The 24 hr LC(50) value was observed at 153.2 +/- 1.3 mg/L and 7.2 +/- 1.7 mg/L for crude leaf extract and active compound octacosane, respectively. The repellent activity of active compound octacosane at 1.0 and 2.5 mg/sq cm concentration gave 85.2 +/- 1.7 min and 54.6 +/- 2.3 min protection, respectively. The total percentage protection of octacosane was 96.2 +/- 0.9 at 2.5 mg/sq cm and 86.4 +/- 1.3 at 1.0 mg/sq cm concentration.

An obligately thermophilic /Geobacillus sp./ strain ZY-10 was isolated from the crude oil in a high-temperature oilfield, which was capable of degrading heavy crude oil. Phenotypic and phylogenetic analysis demonstrated that the isolate should be grouped in the genus Geobacillus, which shared the highest similarity (99%) of the 16S rDNA sequence to Geobacillus stearothermophilus. However, the major cellular fatty acid iso-15:0 (28.55%), iso-16:0 (24.93%), iso-17:0 (23.53%) and the characteristics including indole production, tolerance to NaN3 and carbohydrate fermentation showed some difference from the recognized species in the genus Geobacillus. The isolate could use tridecane, hexadecane, octacosane and hexatridecane as sole carbon source for cell growth, and the digesting rate of long-chain alkane was lower than that of short-chain alkane. When the isolate was cultured in the heavy crude oil supplement with inorganic salts and trace yeast extract, the concentration of short-chain alkane was significantly increased and the content of long-chain alkane was decreased, suggesting that the larger hydrocarbon components in crude oil were degraded into shorter-chain alkane. Strain ZY-10 would be useful for improving the mobility of crude oil and upgrading heavy crude oil in situ.

応用分野

用途炭化水素の分析、研究用。

一般的な説明Waxy hydrocarbon, insoluble in water.

調製方法

純化方法Purify it by forming its adduct with urea, washing it and crystallising it from acetone/water. [McCubbin Trans Faraday Soc 58 2307 1962.] Crystallise it then from hot filtered isopropyl ether solution (10mL/g). [Beilstein 1 IV 588.]

補足説明

定義ChEBI: A straight-chain alkane containing 28 carbon atoms.