Partition of compounds from water and from air into amides.
Partition of compounds from water and from air into amides.
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DOI：
10.1039/b907118k
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发表时间：
2009
期刊：
影响因子：
--
通讯作者：
Cometto-Muñiz JE
中科院分区：
文献类型：
--
作者：
Abraham MH;Acree WE;Cometto-Muñiz JE
通过亚伯拉罕溶剂化方程收集和分析了关于化合物从气相分配到若干酰胺以及从水分配到酰胺的文献数据。由此得到的方程在统计学上足够好，可以用来预测进一步的分配系数，并允许对作为溶剂的酰胺类化合物的化学性质进行推断。例如，叔胺完全没有氢键性质，仲酰胺是相当弱的氢键酸，伯酰胺是比醇作为溶剂的更强的氢键酸。从气相到酰胺溶剂的分配方程也可以用来测试酰胺是否为许多生物相和生物过程的可能模型。结果表明，没有一种有机溶剂适合于血液、脑、肌肉、肝脏、心脏或肾脏等相的模型，但一些相当非极性的溶剂是脂肪的模型。N-甲基甲酰胺被证明是最好的(也是最好的)人类眼睛刺激和鼻部刺激的模型，这表明在这些过程中的受体位置是蛋白质样的。
Literature data on partitioning of compounds from the gas phase to a number of amides and from water to the amides has been collected and analyzed through the Abraham solvation equations. The resulting equations are statistically good enough to be used for the prediction of further partition coefficients, and allow deductions to be made about the chemical properties of the amides, as solvents. For example, tertiary amides have no hydrogen bond property at all, secondary amides are rather weak hydrogen bond acids, and primary amides are stronger hydrogen bond acids than are alcohols as solvents. Equations for partitioning from the gas phase to amide solvents can also be used to test if the amides are possible models for a number of biological phases and biological processes. It is shown that no organic solvent is a suitable model for phases such as blood, brain, muscle, liver, heart or kidney, but that a number of rather non-polar solvents are models for fat. N-methylformamide is shown to be the best (and excellent) model for eye irritation and nasal pungency in humans, suggesting that the receptor site in these processes is protein-like.