十九酸
| 十九酸 | |
|---|---|
| |
| |
| IUPAC名 十九酸 Nonadecanoic acid | |
| 别名 | Nonadecylic acid |
| 识别 | |
| CAS号 | 646-30-0 
|
| PubChem | 12591 |
| ChemSpider | 12071 |
| SMILES |
|
| Beilstein | 1786261 |
| ChEBI | 39246 |
| 性质 | |
| 化学式 | CH3(CH2)17COOH |
| 摩尔质量 | 298.50382 g/mol g·mol⁻¹ |
| 外观 | 白色片狀或粉末 |
| 熔点 | 68—70 °C（341—343 K） |
| 沸点 | 227-230 °C（10 mmHg）[1] 297°C (100 mmHg) |
| 溶解性（水） | 难溶 |
| 危险性 | |
| 警示术语 | R：R36/37/38 |
| 安全术语 | S：S26 |
GHS危险性符号
| |
| GHS提示词 | 警告 |
| H-术语 | H315, H319, H335 |
| P-术语 | P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405 |
| 主要危害 | 具刺激性 (Xi) |
| 相关物质 | |
| 相关化学品 | 十八酸 二十酸 |
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |
十九酸（Nonadecanoic acid）是一种有机化合物，化学式为CH3(CH2)17COOH。在自然界中，它存在于蒔蘿[2]和紅藻[3]等植物中。
合成
[编辑]十九酸可由1-二十烯经高锰酸钾在酸性条件下氧化制得，产物经重结晶提纯。[4]
反应
[编辑]十九酸和N-羟基丁二酰亚胺在1-乙基-(3-二甲基氨基丙基)碳二亚胺存在下于二氯甲烷中反应，可以得到N-十九酸丁二酰亚胺。[5]它和叠氮化钠在二(甲氧基乙基)氨基三氟化硫、二异丙基乙胺存在下反应，可以得到十九酰叠氮。[6]它在四氢呋喃中和氢化铝锂回流反应，可以被还原，得到1-十九烷醇。[7]
参考文献
[编辑]- ^ Fierz-David, H. E.; Kuster, W. Homologous series of acylated azo dyes from o- and p-acylaminophenols and 1,7-acylamino naphthols. Helvetica Chimica Acta. 1939, 22: 82–112. ISSN 0018-019X.
- ^ W. M. Amin, A. A. Sleem. Chemical And Biological Study Of Aerial Parts Of Dill (Anethum Graveolens L.). Egyptian Journal of Biomedical Sciences. 2007, 23: 73–90 [2023-07-11]. doi:10.4314/ejbs2.v23i1.40296. （原始内容存档于2023-07-11）.
- ^ S. Siddqiui; S. B. Naqvi Shyum; K. Usmanghani; M. Shameel. Antibacterial activity and fatty acid composition of the extract from Hypnea musciformis (Gigartinales, Rhodophyta). Pak J Pharm Sci. 1993, 6 (1): 45–51 [2023-07-11]. （原始内容存档于2023-07-11）.
- ^ Carboxylic acids from the oxidation of terminal alkenes by permanganate: nonadecanoic acid. Org. Synth. 1981, 60 (11) [2023-07-10]. doi:10.15227/orgsyn.060.0011. （原始内容存档于2023-07-10）.
- ^ Yingyongnarongkul, B. E., Radchatawedchakoon, W., Krajarng, A., Watanapokasin, R., & Suksamrarn, A. High transfection efficiency and low toxicity cationic lipids with aminoglycerol–diamine conjugate. Bioorganic & Medicinal Chemistry. 2009, 17 (1): 176–188. doi:10.1016/j.bmc.2008.11.003.
- ^ Kangani, C. O., Day, B. W., & Kelley, D. E. Direct, facile synthesis of acyl azides and nitriles from carboxylic acids using bis (2-methoxyethyl) aminosulfur trifluoride. Tetrahedron letters 48 (34): 5933–5937. 2007. doi:10.1016/j.tetlet.2007.06.119.
- ^ Juma'a R. Al Dulayymi; Mark S. Baird; Evan Roberts. The synthesis of a single enantiomer of a major α-mycolic acid of M. tuberculosis. Tetrahedron: 11939–11951. doi:10.1016/j.tet.2005.09.056.
拓展阅读
[编辑]
- A. Mulero; I. Cachadiña; E. L. Sanjuán. Recommended Correlations for the Surface Tension of Aliphatic, Carboxylic, and Polyfunctional Organic Acids. Journal of Physical and Chemical Reference Data. 2016, 45 (3): 033105 [2023-07-11]. doi:10.1063/1.4959989. （原始内容存档于2023-07-11）.
- Wei-Cheng Wang, William L. Roberts, Larry F. Stikeleather. Hydrocarbon Fuels From Gas Phase Decarboxylation of Hydrolyzed Free Fatty Acid. J. Energy Resour. Technol. 2012, 134 (3): 032203. doi:10.1115/1.4006867.
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