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Hexadecane


Hexadecane (also called cetane) is an alkane hydrocarbon with the chemical formula C16H34. Hexadecane consists of a chain of 16 carbon atoms, with three hydrogen atoms 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.

Cetane number

Main article: Cetane number

Cetane is often used as a shorthand for cetane number, a measure of the combustion of diesel fuel. 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 radical of carbon and hydrogen derived from hexadecane, with formula C16H33 and with mass 225.433, occurring especially in cetyl alcohol. It confers strong hydrophobicity on molecules containing it. Carboplatin modified with hexadecyl and polyethylene glycol has increased liposolubility and PEGylation, and is proposed to useful in chemotherapy, specifically non-small-cell lung cancer.

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.

Hexadecyl platelet-activating factor has profound effects on the lung, and hexadecyl glyceryl ether participates in the biosynthesis of plasmalogens.

References

Cited sources

References

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  2. {{GESTIS|ZVG=13200}}
  3. Haynes, p. 3.294
  4. Haynes, p. 3.578
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  6. Haynes, p. 6.256
  7. Haynes, p. 5.21
  8. Haynes, p. 16.25
  9. "Isohexadecane - Info, Uses, Side Effects & Dangers".
  10. "Cetane".
  11. Speight, James G.. (2015). "Handbook of Petroleum Product Analysis.". Wiley.
  12. "Hexadecyl". Royal Society of Chemistry.
  13. "hexadecyl noun". Merriam-Webster.
  14. (2011). "Fluorous Chemistry". Springer Science & Business Media.
  15. (2021). "Prodrug-based nano-delivery strategy to improve the antitumor ability of carboplatin in vivo and in vitro". Drug Delivery.
  16. (1982). "Use of radiolabeled hexadecyl cholesteryl ether as a liposome marker". Lipids.
  17. (2018). "Radiolabeled cholesteryl ethers: A need to analyze for biological stability before use". Biochemistry and Biophysics Reports.
  18. (July 2017). "Radiosynthesis of hexadecyl-4-[ 18F]fluorobenzoate for labeling exosomes and chitosan hydrogels". Université de Montréal.
  19. (2012). "Radioactive cell labeling agent". KR101130737B1.
  20. (1987). "Metabolism of platelet-activating factor in isolated perfused rat lung". Journal of Clinical Investigation.
  21. (1970). "Tumor lipids: Biosynthesis of plasmalogens". Biochemical and Biophysical Research Communications.
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