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http://dx.doi.org/10.5012/jkcs.2002.46.4.323

Basicity Constants (pKBH+) of 5-Substituted 2-Furaldehydes  

Lee, Jong-Pal (Department of Chemistry, Dong-A University)
Im, Gwi-Taek (Department of Chemistry, Dong-A University)
Lee, Yong-Hui (Department of Chemistry, Dong-A University)
Gu, In-Seon (Department of Chemical Education, Gyeongsang National University)
Ryu, Jun-Ha (Department of Chemistry, Dongeui University)
Publication Information
Journal of the Korean Chemical Society / v.46, no.4, 2002 , pp. 323-330 More about this Journal
Abstract
The protonation equilibrium of 5-substituted 2-furaldehydes is investigated spectrophotometrically in aqueous sulfuric acid at $25^{\circ}C$ and the basicity constants(p$K_{BH+}$) of the substrates is calculated by means of the excess acidity method. The basicity constant of 5-metyl-2-furaldehyde having electron donating group is larger than that of 5- nitro-2-furaldehyde having electron withdrawing group. Difference between the basicity constants(p$K_{BH+}$) of these two compounds was about 3.25 pK unit. The m value which is the degree of solvation of the protonated substrate is similar to that of acetophenone having same protonation site. The dependence of p$K_{BH+}$ on m value shows good linear cor-relation.
Keywords
Excess Acidity Method; Basicity Constant; 5-Substituted-2-Furaldehyde;
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