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2-氯硬脂酸

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2-氯硬脂酸
别名 2-氯十八酸
识别
CAS号 56279-49-3  checkY
PubChem 13059777
SMILES
 
  • O=C(O)C(Cl)CCCCCCCCCCCCCCCC
性质
化学式 C18H35ClO2
摩尔质量 318.92 g·mol−1
外观 白色固体
熔点 62.2 °C[1]
63.5~64.5 °C[2]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

2-氯硬脂酸是一种有机氯化合物,化学式为C18H35ClO2。它可由硬脂酸氯气氯磺酸和TCNQ的存在下反应制得,[2]或由硬脂酸和三氯化磷三氯异氰脲酸英语Trichloroisocyanuric acid反应得到。[1]它在氢氧化钾水溶液中回流,再酸化后可以得到2-羟基硬脂酸。[1]

参考文献

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  1. ^ 1.0 1.1 1.2 Valentina Bertolini, Marco Pallavicini, Gaurao Tibhe, Gabriella Roda, Sebastiano Arnoldi, Laura Monguzzi, Marina Zoccola, Giovanna Di Nardo, Gianfranco Gilardi, and Cristiano Bolchi. Synthesis of α-Hydroxy Fatty Acids from Fatty Acids by Intermediate α-Chlorination with TCCA under Solvent-Free Conditions: A Way to Valorization of Waste Fat Biomasses. ACS Omega 2021, 6, 47, 31901–31906. doi:10.1021/acsomega.1c04640.
  2. ^ 2.0 2.1 Robert J. Crawford. An improved α-chlorination of carboxylic acids. J. Org. Chem. 1983, 48, 8, 1364–1366. doi:10.1021/jo00156a047.

拓展阅读

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  • Amunugama, Kaushalya; Kolar, Grant R.; Ford, David A. Neutrophil myeloperoxidase derived chlorolipid production during bacteria exposure. Frontiers in Immunology (2021), 12, 701227. doi:10.3389/fimmu.2021.701227.
  • Ford, David A.; Honavar, Jaideep; Albert, Carolyn J.; Duerr, Mark A.; Oh, Joo Yeun; Doran, Stephen; Matalon, Sadis; Patel, Rakesh P. Formation of chlorinated lipids post-chlorine gas exposure. Journal of Lipid Research (2016), 57(8), 1529-1540. doi:10.1194/jlr.M069005.