Eicosane

Eicosane
Compound Structure:
Synonyms: n-Eicosane; Icosane; octyldodecane; Nonadecane, methyl-
Compound ID: NMPC-993
PubChem ID:

8222

Molecular Formula: C20H42
Canonical SMILES: CCCCCCCCCCCCCCCCCCCC
InChIKey: CBFCDTFDPHXCNY-UHFFFAOYSA-N
About the compound:

Icosane, alternatively spelled eicosane, is an alkane with the molecular formula C20H42. This compound has a significant number of constitutional isomers, totaling 366,319. In the petrochemical industry, icosane has limited applications due to its high flash point, which renders it an inefficient fuel. The straight-chain structural isomer of icosane, known as n-icosane, is the shortest compound found in paraffin waxes, which are commonly used in candle making. Despite its size and chemical inactivity, icosane shares similar properties with its smaller alkane counterparts. It is a colorless and non-polar molecule, almost entirely unreactive except when undergoing combustion. Icosane has a lower density than water and is insoluble in it. Due to its non-polar nature, icosane can only engage in weak intermolecular bonding, such as hydrophobic interactions and van der Waals forces. One notable property of icosane is its phase transition at moderate temperatures, making it a potential candidate as a phase change material (PCM). As a PCM, it can be utilized for storing thermal energy and controlling temperature. Interestingly, icosane can be detected in the body odor of individuals suffering from Parkinson's disease, indicating a potential role in medical diagnostics or research related to this condition.

GHS Hazard Statements

H304 (100%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]

First Aid

In case of exposure:

EYES: Remove contact lenses if present, flush with water or saline for 20-30 minutes, then seek immediate medical attention even without symptoms.

SKIN: Flood with water, wash with soap, seek medical help if symptoms develop.

INHALATION: Leave contaminated area, breathe fresh air, seek medical help if symptoms arise, provide respiratory protection.

INGESTION: Do not induce vomiting. Give water if conscious, seek medical advice, transport to hospital if advised, ensure airway if unconscious (NTP, 1992).

National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

282.5 g/mol

XLogP3

10.4

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

0

Rotatable Bond Count

17

Exact Mass

282.328651340 g/mol

Monoisotopic Mass

282.328651340 g/mol

Topological Polar Surface Area

0Ų

Heavy Atom Count

20

Formal Charge

0

Complexity

132

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

N-eicosane appears as colorless crystals or white crystalline solid. (NTP, 1992)

Boiling Point

344.1 °C

Melting Point

36.48 °C

Density

0.7886 at 68 °F (NTP, 1992) - Less dense than water; will float

Solubility 

Soluble in ether, petroleum ether, benzene; slightly soluble in chloroform; very soluble acetone

Vapor Pressure

4.62X10-6 mm Hg at 25 °C

Source: PubChem

Source Species: Carica papaya (C. papaya)
Plumbago zeylanica
Tithonia rotundifolia
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