• Title/Summary/Keyword: 5-Substituted-2-furaldehydes

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Basicity Constants (pKBH+) of 5-Substituted 2-Furaldehydes (5-치환 2-Furaldehyde류의 염기도 상수)

  • Lee, Jong-Pal;Im, Gwi-Taek;Lee, Yong-Hui;Gu, In-Seon;Ryu, Jun-Ha
    • Journal of the Korean Chemical Society
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    • v.46 no.4
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    • pp.323-330
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    • 2002
  • 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.