start-ver=1.4
cd-journal=joma
no-vol=7
cd-vols=
no-issue=1
article-no=
start-page=129
end-page=135
dt-received=
dt-revised=
dt-accepted=
dt-pub-year=1991
dt-pub=19910210
dt-online=
en-article=
kn-article=
en-subject=
kn-subject=
en-title=
kn-title=Contribution of Substituent Groups to the Extractability of Phenols and Benzoic Acids
en-subtitle=
kn-subtitle=
en-abstract=
kn-abstract=The contribution of substituent groups to the extractability of phenols and benzoic acids was examined by using a substituent constant, π, derived from the distribution coefficients of nonionic substances. This constant is defined as π(X)=log K(D(X))-l8o9g K(D(H)), where K(D(X)) is the distribution coefficient of a derivative and log K(D(H)) is that of the parent compound. The substituent constants of the groups at the ortho-position of phenol were found to vary with a variation of the extraction solvent, possibly due to competition between the hydration and solvation of an organic solvent. From the K(D) values of the phenols and benzoic acids determined between chloroform and water, the substituent constants of halogeno, cyano, trifluoromethyl and nitro groups were calculated. In phenols, the π values of the ortho-substituting group (π(o)) were greater than those of the meta- and para-substituting group, π(m) and π(p), respectively, whereas in benzoic acids π(o) are smaller than π(m) and π(p). Such results can be explained by a masking effect and the overlapping effect: the masking effect increases the π(o) values, whereas the overlapping effect decreases the π(o) values. A method for predicting the total π values of di- and tri-substituted phenols and benzoic acids is proposed.
en-copyright=
kn-copyright=

en-aut-name=
en-aut-sei=
en-aut-mei=
kn-aut-name=HagiwaraTakayuki
kn-aut-sei=Hagiwara
kn-aut-mei=Takayuki
aut-affil-num=1
ORCID=

en-aut-name=MotomizuShoji
en-aut-sei=Motomizu
en-aut-mei=Shoji
kn-aut-name=本水昌二
kn-aut-sei=本水
kn-aut-mei=昌二
aut-affil-num=2
ORCID=

affil-num=1
en-affil=
kn-affil=岡山大学

affil-num=2
en-affil=
kn-affil=岡山大学
en-keyword=Solvent extraction
kn-keyword=Solvent extraction
en-keyword=phenol
kn-keyword=phenol
en-keyword=benzoic acid
kn-keyword=benzoic acid
en-keyword=extractability
kn-keyword=extractability
en-keyword=substituent group contribution
kn-keyword=substituent group contribution
END