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| Names | |
|---|---|
| IUPAC name
Nonadecanoic acid
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| 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).
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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.[citation needed]
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[edit]
References[edit]
- ^ "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.