The pK a values of mono-substituted phenols and benzenethiols and the conjugation of substituents having a strong +K effect

In a preceding study, the molecular hydrophobicity (RM0) was determined experimentally from reverse-phase thin-layer chromatography data for several substituted phenols and 2-(aryloxy-a-acetyl)-phenoxathiin derivatives, obtained from the corresponding phenoxides and 2-(a-bromoacetyl)-phenoxathiin. QSPR correlations for RM0 were explored using four calculated molecular descriptors: the water solubility parameter (log Sw), log P, the Gibbs energy of formation (DGf), and the aromaticity index (HOMA). Triparametric correlations do not improve substantially the biparametric correlation of RM0 in terms of log Sw and HOMA.

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Physico-Chemical Parameters Determining the Relative Biodegradability of Para-Substituted Phenols by Bacteria Isolated from Activated Sludge

Water Science & Technology ◽

10.2166/wst.1988.0325 ◽

1988 ◽

Vol 20 (11-12) ◽

pp. 459-461 ◽

Cited By ~ 1

Author(s):

Y. Urushigawa ◽

S. Masunaga ◽

Y. Yonezawa

Keyword(s):

Activated Sludge ◽

Chemical Parameters ◽

Substituted Phenols ◽

Physico Chemical

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Hydrogen Bond Vibrations of Substituted Phenols with Trimethylamine N-Oxide. Comparison of Quantum Chemical Calculations with Experimental Results

The Journal of Physical Chemistry ◽

10.1021/j100032a017 ◽

1995 ◽

Vol 99 (32) ◽

pp. 12158-12163 ◽

Cited By ~ 14

Author(s):

Arno Rabold ◽

Georg Zundel

Keyword(s):

Hydrogen Bond ◽

Quantum Chemical Calculations ◽

Quantum Chemical ◽

Experimental Results ◽

Substituted Phenols

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PHENOLS AS INTERMEDIATES IN THE DECOMPOSITION OF PHENOXYACETATES BY AN ARTHROBACTER SPECIES

Canadian Journal of Microbiology ◽

10.1139/m67-090 ◽

1967 ◽

Vol 13 (6) ◽

pp. 679-690 ◽

Cited By ~ 48

Author(s):

M. A. Loos ◽

R. N. Roberts ◽

M. Alexander

Keyword(s):

New Technique ◽

Resting Cells ◽

Substituted Phenols ◽

Metabolic Sequence ◽

A New Technique ◽

Arthrobacter Species ◽

High Yields ◽

Sequential Induction

Decomposition of 2,4-dichlorophenoxyacetate (2,4-D) by a soil arthrobacter was studied using the technique of sequential induction. Compounds oxidized rapidly and without a lag by 2,4-D-grown cells, but slowly or not at all by citrate-grown cells, included 2,4-D, 2- and 4-chlorophenoxyacetate, 3,5-dichloro- and 4-chloro-catechol, catechol, 2,4-dichlorophenol, and 2- and 4-chlorophenol. The manometric data suggested that phenols and catechols were intermediates in the degradation of phenoxyacetates. Resting cells failed to accumulate chlorine-substituted phenols during the metabolism of halogenated phenoxyacetates, apparently because the phenols were oxidized as readily as they were formed. However, 2,4-D-induced cells contained enzymes which acted upon phenoxyacetate and 4-hydroxyphenoxyacetate, but these cells did not metabolize phenol and hydroquinone. Suspensions of such bacteria, but not citrate-grown cells, converted phenoxyacetate and 4-hydroxyphenoxyacetate almost completely to phenol and hydroquinone, respectively. The results indicate that the Arthrobacter sp. degrades 2,4-D via 2,4-dichlorophenol, and 2- and 4-chlorophenoxyacetate via 2- and 4-chlorophenol, respectively. The results also demonstrate a new technique for obtaining high yields of an intermediate in a metabolic sequence.

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