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炔醇

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乙炔醇,最简单的炔醇
乙炔醇,最简单的炔醇

在化学命名中,炔醇是一种炔烃中炔基的一个末端氢被羟基取代。 [1] 炔醇去质子化后得到的阴离子称为炔醇盐 。在三键两侧都有羟基的炔醇被称为炔二醇;仅存在一种炔二醇,乙炔二醇

炔醇盐

左边为裸露的炔醇盐的结构,右边为受三烷基硅基保护的炔醇
左边为裸露的炔醇盐的结构,右边为受三烷基硅基保护的炔醇

炔醇盐是具有带负电荷的氧与炔烃官能团相连的化合物。 [2]它们是1975年由Schöllkopf和Hoppe通过3,4-二苯基异恶唑溶剂中正丁基锂拔去炔醇质子得来的。 [3]

合成上而言,它们是作为烯酮前体或合成子

炔醇-烯酮互变异构

炔醇可以与烯酮相互转化,就像烯醇类可以与酮类相互转化一样。 炔醇互变异构体通常不稳定,不能长期存活,并且会变成烯酮。这是因为更具负电性,因此形成更牢固的。例如,乙炔醇可与乙烯酮快速相互转化:

乙炔醇-乙烯酮互变异构体
Ethynol-3D-vdW.png
Ketene-3D-vdW.png
乙炔醇 乙烯酮

相关条目

  • 炔硫醇

参考资料

  1. ^ 国际纯化学和应用化学联合会."ynols".《化学术语总目录》在线版.(英文)
  2. ^ M. Shindo. Synthetic uses of ynolates. Tetrahedron. 2007, 63 (1): 10–36. doi:10.1016/j.tet.2006.09.013. 
  3. ^ U. Schöllkopf and I. Hoppe. Lithium Phenylethynolate and Its Reaction with Carbonyl Compounds to Give β-Lactones. Angewandte Chemie International Edition in English. 1975, 14 (11): 765. doi:10.1002/anie.197507651. 
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炔醇
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