Über Pyridinium-N-phenolat-Betaine und ihre Verwendung zur Charakterisierung der Polarität von Lösungsmitteln, XVI. Bestimmung der empirischen Lösungsmittelpolaritäts-ParameterET(30) undAN für 55 substituierte Phenole

✍ Scribed by Spange, Stefan ;Lauterbach, Manfred ;Gyra, Anett-Kathrin ;Reichardt, Christian

• Publisher: John Wiley and Sons
• Year: 1991
• Tongue: English
• Weight: 676 KB
• Volume: 1991
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199119910156

✦ Synopsis

Pyridinium N‐Phenoxide Betaines and Their Application for the Characterization of Solvent Polarities, XVI^1)^. – Determination of the Empirical Parameters of Solvent Polarity E~T~(30) and AN for 55 Substituted Phenols

By means of the negatively solvatochromic dyes 1 and 2, the empirical solvent polarity parameters E~T~(30) and AN (Acceptor Number) are determined for solutions of 55 substituted phenols in 1,2‐dichloroethane as inert solvent (Table 1). The E~T~(30) values and Acceptor Numbers are compared with each other and with corresponding literature values, determined in neat substituted phenols (Table 2). The influence of the phenolic substituents on both solvent parameters is discussed with respect to their electronic and steric effects as well as to the self‐association of phenols in solution. Polyhydroxybenzenes such as resorcinol and pyrogallol exhibit both high solvent polarity and acceptor properties, whereas substituents in positions 2 and 6 of phenols decrease their polarity and acceptor strength.