Hexadecane (also called cetane) is an
alkane
In organic chemistry, an alkane, or paraffin (a historical trivial name that also has other meanings), is an acyclic saturated hydrocarbon. In other words, an alkane consists of hydrogen and carbon atoms arranged in a tree structure in whi ...
hydrocarbon
In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and Hydrophobe, hydrophobic; their odor is usually fain ...
with the
chemical formula
A chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, such as pare ...
C
16H
34. Hexadecane consists of a chain of 16
carbon atoms, with three
hydrogen atom
A hydrogen atom is an atom of the chemical element hydrogen. The electrically neutral hydrogen atom contains a single positively charged proton in the nucleus, and a single negatively charged electron bound to the nucleus by the Coulomb for ...
s bonded to the two end carbon atoms, and two hydrogens bonded to each of the 14 other carbon atoms. Isohexadecane is a branch chained isomer of hexadecane.
[https://b4brands.com/resources/ingredient-directory/isohexadecane/#:~:text=Isohexadecane%20is%20a%20branched%2Dchain,that%20is%20found%20in%20petroleum.]
Cetane number
''Cetane'' is often used as a shorthand for
cetane number, a measure of the combustion of
diesel fuel
Diesel fuel, also called diesel oil, heavy oil (historically) or simply diesel, is any liquid fuel specifically designed for use in a diesel engine, a type of internal combustion engine in which fuel ignition takes place without a spark as a re ...
.
Cetane ignites very easily under compression; for this reason, it is assigned a cetane number of 100, and serves as a reference for other fuel mixtures.
Hexadecyl radical
Hexadecyl, or cetyl, is an
alkyl
In organic chemistry, an alkyl group is an alkane missing one hydrogen.
The term ''alkyl'' is intentionally unspecific to include many possible substitutions.
An acyclic alkyl has the general formula of . A cycloalkyl group is derived from a cy ...
radical of
carbon
Carbon () is a chemical element; it has chemical symbol, symbol C and atomic number 6. It is nonmetallic and tetravalence, tetravalent—meaning that its atoms are able to form up to four covalent bonds due to its valence shell exhibiting 4 ...
and
hydrogen
Hydrogen is a chemical element; it has chemical symbol, symbol H and atomic number 1. It is the lightest and abundance of the chemical elements, most abundant chemical element in the universe, constituting about 75% of all baryon, normal matter ...
derived from hexadecane, with formula C
16H
33 and with mass 225.433,
occurring especially in
cetyl alcohol.
It confers strong hydrophobicity on molecules containing it.
Carboplatin
Carboplatin, sold under the brand name Paraplatin among others, is a chemotherapy medication used to treat a number of forms of cancer. This includes ovarian cancer, lung cancer, head and neck cancer, brain cancer, and neuroblastoma. It is a ...
modified with hexadecyl and
polyethylene glycol
Polyethylene glycol (PEG; ) is a polyether compound derived from petroleum with many applications, from industrial manufacturing to medicine. PEG is also known as polyethylene oxide (PEO) or polyoxyethylene (POE), depending on its molecular wei ...
has increased
liposolubility and
PEGylation, proposed to useful in
chemotherapy
Chemotherapy (often abbreviated chemo, sometimes CTX and CTx) is the type of cancer treatment that uses one or more anti-cancer drugs (list of chemotherapeutic agents, chemotherapeutic agents or alkylating agents) in a standard chemotherapy re ...
, specifically
non-small-cell lung cancer
Non-small-cell lung cancer (NSCLC), or non-small-cell lung carcinoma, is any type of epithelial lung cancer other than small-cell lung cancer (SCLC). NSCLC accounts for about 85% of all lung cancers. As a class, NSCLCs are relatively insensitiv ...
.
Hexadecyl was used from 1982 for
radiolabelling,
and this continues to be useful,
for example for radiolabelling
exosomes and
hydrogels,
and for
positron emission tomography
Positron emission tomography (PET) is a functional imaging technique that uses radioactive substances known as radiotracers to visualize and measure changes in metabolic processes, and in other physiological activities including blood flow, r ...
.
Hexadecyl
platelet-activating factor
Platelet-activating factor, also known as PAF, PAF-acether or AGEPC (acetyl-glyceryl-ether-phosphorylcholine), is a potent phospholipid activator and mediator of many leukocyte functions, platelet aggregation and degranulation, inflammation, and an ...
has profound effects on the lung,
and hexadecyl glyceryl ether participates in the
biosynthesis
Biosynthesis, i.e., chemical synthesis occurring in biological contexts, is a term most often referring to multi-step, enzyme-Catalysis, catalyzed processes where chemical substances absorbed as nutrients (or previously converted through biosynthe ...
of
plasmalogens.
See also
*
Cetane index
*
Isocetane
*
Higher alkanes 320px
Higher alkanes are alkanes with a high number of carbon atoms. It is common jargon. One definition says higher alkanes are alkanes having nine or more carbon atoms. Thus, according to this definition, nonane is the lightest higher alkane ...
References
Cited sources
*
External links
Vapor pressure an
liquid densitycalculation
Technique to determine hexadecane transfer
{{alkanes
Alkanes