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.
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Names | |
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IUPAC name
Nonadecanoic acid | |
Identifiers | |
3D model (JSmol) |
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1786261 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.010.431 |
EC Number |
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PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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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 | |
GHS labelling:[1] | |
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Warning | |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
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
- "Nonadecanoic acid". pubchem.ncbi.nlm.nih.gov.
- Blum MS, Jones TH, Howard DF, Overal W (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.
- 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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