Nonadecylic acid
Nonadecylic acid, or nonadecanoic acid, is a 19-carbon saturated fatty acid with the chemical formula CH3(CH2)17COOH. It forms salts called nonadecylates. Nonadecylic acid can be found in fats and vegetable oils, although it is rare.[1]
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| IUPAC name
Nonadecanoic acid | |
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| ECHA InfoCard | 100.010.431  |
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| Properties | |
| CH3(CH2)17COOH | |
| Molar mass | 298.50382 g/mol |
| Appearance | White flakes or powder |
| Melting point | 68 to 70 °C (154 to 158 °F; 341 to 343 K) |
| Boiling point | 236 °C (457 °F; 509 K) (10 mmHg) 297 °C (100 mmHg) |
| Insoluble | |
| Hazards | |
| Main hazards | Irritant (Xi) |
| R-phrases (outdated) | R36/37/38 |
| S-phrases (outdated) | S26 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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It is also present in the world of insects as the major constituent of the substance secreted by soldiers of the termite Rhinotermes marginalis for defence purposes.[2]
Nonadecanoic acid has found applications in the field of metal lubrication.[3]
The compound can be prepared by permanganate oxidation of 1-eicosene.[4]
See also
References
- A.A. Warra (2015). "Physico-Chemical and GC/MS Analysis of Castor Bean (Ricinus communis L.) Seed Oil". Chemistry and Materials Research. 7 (2). ISSN 2224-3224.
- M.S. Blum, T.H. Jones, D.F. Howard, W. Overal (1982). "Biochemistry of termite defenses: Coptotermes, Rhinotermes and Cornitermes species". Comparative Biochemistry and Physiology Part B: Comparative Biochemistry. 71 (4): 731–733. doi:10.1016/0305-0491(82)90489-8.CS1 maint: multiple names: authors list (link)
- Smith, Hilton A; McGill, Robert M (1957). "The Adsorption of n-Nonadecanoic Acid on Mechanically Activated Metal Surfaces". The Journal of Physical Chemistry. 61 (8): 1025–1036. doi:10.1021/j150554a001.
- Lee, Donald G.; Lamb, Shannon E.; Chang, Victor S. (1981). "Carboxylic Acids from the Oxidation of Terminal Alkenes by Permanganate: Nonadecanoic Acid". Organic Syntheses. 60: 11. doi:10.15227/orgsyn.060.0011.
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