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Basicity Constants (pK<sub>BH+</sub>) of 5-Substituted 2-Furaldehydes
Basicity Constants (pKBH+) of 5-Substituted 2-Furaldehydes
Lee, Jong-Pal;Im, Gwi-Taek;Lee, Yong-Hui;Gu, In-Seon;Ryu, Jun-Ha
Journal of the Korean Chemical Society. 2002. Aug, 46(4): 323-330
DOI : http://dx.doi.org/10.5012/jkcs.2002.46.4.323
  • Published : August 20, 2002
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Lee, Jong-Pal
Im, Gwi-Taek
Lee, Yong-Hui
Gu, In-Seon
Ryu, Jun-Ha
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Lee, Jong-Pal
Im, Gwi-Taek
Lee, Yong-Hui
Gu, In-Seon
Ryu, Jun-Ha
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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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Citing 'Basicity Constants (pKBH+) of 5-Substituted 2-Furaldehydes '
@article{ JCGMDC_2002_v46n4_323} ,title={Basicity Constants (pKBH+) of 5-Substituted 2-Furaldehydes} ,volume={4} , url={http://dx.doi.org/10.5012/jkcs.2002.46.4.323}, DOI={10.5012/jkcs.2002.46.4.323} , number= {4} , journal={Journal of the Korean Chemical Society} , publisher={Korean Chemical Society} , author={Jong-Pal, Lee and Gwi-Taek, Im and Yong-Hui, Lee and In-Seon, Gu and Jun-Ha, Ryu} , year={2002} , month={Aug}