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Conformations of pentan‐1‐OL, hexan‐1‐OL and their thio analogues
Author(s) -
Sepiol Jadwiga,
Pietrzycki Władysław,
Tomasik Piotr
Publication year - 1991
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610040903
Subject(s) - chemistry , conformational isomerism , thio , gibbs free energy , enthalpy , quantum chemical , computational chemistry , stereochemistry , medicinal chemistry , thermodynamics , organic chemistry , molecule , physics
Empirical linear relationships between standard Gibbs free energy, Δ G 298 °, and parachor and between standard entropy, S 298 °, and parachor are presented for the aliphatic series H(CH 2 ) n X with X = CH 3 , CHCH 2 , CCH, Cl, OH, SH, SCH 3 and SC 2 H 5 . In the series with X = OH and SH significant deviations of points for n = 4 and 5 are observed. INDO quantum‐chemical analysis points to the formation of cyclic conformers of butan‐1‐ol, pentan‐1‐ol and their corresponding thio analogues. The formation energy of the cyclic conformers (higher for thiols than for alcohols) is proportional to the sum of deviations from the linearity of the points under discussion.