Nonadecylic acid
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| Names | |
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| IUPAC name
Nonadecanoic acid
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| Identifiers | |
CAS Number
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3D model (JSmol)
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Beilstein Reference
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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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InChI
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SMILES
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| Properties | |
Chemical formula
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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) |
Solubility in water
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Insoluble |
| Hazards | |
| GHS labelling:[1] | |
Pictograms
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Signal word
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Warning |
Hazard statements
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H315, H319, H335 |
Precautionary statements
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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
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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.
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
- List of saturated fatty acids
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.