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.[9]
Cetane number
Cetane is often used as a shorthand for cetane number, a measure of the combustion of diesel fuel.[10] 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.[11]
Hexadecyl radical
Hexadecyl is an alkyl radical of carbon and hydrogen derived from hexadecane, with formula C16H33 and with mass 225.433,[12] occurring especially in cetyl alcohol.[13] It confers strong hydrophobicity on molecules containing it.[14] Carboplatin modified with hexadecyl and polyethylene glycol has increased liposolubility and PEGylation, proposed to useful in chemotherapy, specifically non-small-cell lung cancer.[15]
Hexadecyl was used from 1982 for radiolabelling,[16] and this continues to be useful,[17] for example for radiolabelling exosomes and hydrogels,[18] and for positron emission tomography.[19]
Hexadecyl platelet-activating factor has profound effects on the lung,[20] and hexadecyl glyceryl ether participates in the biosynthesis of plasmalogens.[21]
See also
References
- ^ CID 11006 from PubChem
- ^ a b c d Haynes, p. 3.294
- ^ Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
- ^ Haynes, p. 3.578
- ^ Haynes, p. 6.256
- ^ Haynes, p. 6.245
- ^ Haynes, p. 5.21
- ^ a b Haynes, p. 16.25
- ^ https://b4brands.com/resources/ingredient-directory/isohexadecane/#:~:text=Isohexadecane%20is%20a%20branched%2Dchain,that%20is%20found%20in%20petroleum.
- ^ "Cetane". www.mckinseyenergyinsights.com. Archived from the original on 2020-06-29. Retrieved 2021-02-24.
- ^ Speight, James G. (2015). Handbook of Petroleum Product Analysis. Hoboken, NJ: Wiley. pp. 158–159. ISBN 978-1-322-95015-0. OCLC 903318141.
- ^ "Hexadecyl". Royal Society of Chemistry. ChemSpider. Retrieved 3 April 2021.
- ^ "hexadecyl noun". Merriam-Webster.
- ^ Hatanaka, K (2011). Horváth, István T. (ed.). Fluorous Chemistry. Springer Science & Business Media. p. 294. ISBN 9783642252334.
- ^ Lang, Tingting; Li, Nuannuan; Zhang, Jing; Li, Yi; Rong, Rong; Fu, Yuanlei (2021). "Prodrug-based nano-delivery strategy to improve the antitumor ability of carboplatin in vivo and in vitro". Drug Delivery. 28 (1): 1272–1280. doi:10.1080/10717544.2021.1938754. PMC 8238065. PMID 34176381.
- ^ Pool, G. L.; French, M. E.; Edwards, R. A.; Huang, L.; Lumb, R. H. (1982). "Use of radiolabeled hexadecyl cholesteryl ether as a liposome marker". Lipids. 17 (6): 448–452. doi:10.1007/BF02535225. PMID 7050582. S2CID 42583970.
- ^ Manual Kollareth, Denny Joseph; Chang, Chuchun L.; Hansen, Inge H.; Deckelbaum, Richard J. (2018). "Radiolabeled cholesteryl ethers: A need to analyze for biological stability before use". Biochemistry and Biophysics Reports. 13: 1–6. doi:10.1016/j.bbrep.2017.10.007. PMC 5697731. PMID 29188234.
- ^ Lee, Yanick (July 2017). Radiosynthesis of hexadecyl-4-[ 18F]fluorobenzoate for labeling exosomes and chitosan hydrogels (Master's thesis). Université de Montréal.
- ^ "Radioactive cell labeling agent". KR101130737B1. 2012.
- ^ Haroldsen, P. E.; Voelkel, N. F.; Henson, J. E.; Henson, P. M.; Murphy, R. C. (1987). "Metabolism of platelet-activating factor in isolated perfused rat lung". Journal of Clinical Investigation. 79 (6): 1860–1867. doi:10.1172/JCI113028. PMC 424530. PMID 3108322.
- ^ Wood, Randall; Healy, Kathleen (1970). "Tumor lipids: Biosynthesis of plasmalogens". Biochemical and Biophysical Research Communications. 38 (2): 205–211. doi:10.1016/0006-291x(70)90697-2. PMID 5418699.
Cited sources
- Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. ISBN 9781498754293.
External links
- Vapor pressure and liquid density calculation
- Technique to determine hexadecane transfer
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