Thus phenol is approximately 107 times more acidic than an alcohol of similar size and shape. Recall from Fig. 3.2
Determination of the Acidity Constants of some Phenol. Radical Cations by means of Electron Spin Resonance. BY WILLIAM T. DIXON. * AND DAVID MURPHY.
24.5: Substituent Effects on the Acidity of Phenols. Electron-donating substituents make a phenol less acidic by destabilizing the phenoxide ion (resonance
PHENOL: ACIDITY. 1. The position of equilibrium is affected by the stability of the negative ion formed. In the phenoxide.
communication we report the relative gas-phase acidity of a number of monosubstituted phenols and examine the correlation with the corresponding ionization
phenol and phenolate in the past the enhanced acidity issues of interest here have not been addressed. Lorentzon et al.9 have.
phenol and phenolate in the past the enhanced acidity issues of interest here have not been addressed. Lorentzon et al.9 have.
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cyclohexanol (pKa = 16.0). The pKa value for phenol is 10.0 and two series of substituted phenols are given: 2-fluorophenol
22 juin 2020 One of the mixtures contains 20 phenol molecules and one methane- sulfonic acid molecule the second also contains one molecule of hydrogen ...
Electron-withdrawing substituents make a phenol more acidic by stabilizing the phenoxide ion through delocalization of the negative charge and through inductive effects X OH X= -H -Cl -Br -NO 2 pK a ~ 10 9 4 9 3 7 2 The influence of a substituent on phenol acidity is also dependent on its position relative to the -OH pK
other phenol molecules and to water 22 4: Acidity of Phenols Phenols are more acidic than aliphatic alcohols H 3CH2C O H +H2O H 3CH2C O H O O H + H2O O+ 3 pK a ~ 16 pK a ~ 10 250 Factors that influence acidity: Inductive effect: CH 3CH 2OH FCH 2CH 2OH F 2CHCH 2OH F 3CCH 2OH (F 3C) 3COH pK
Substituents on the phenol can effect acidity – Electron-donating substituents make a phenol less acidic by destabilizing the phenoxide ion (resonance effect) Electron-withdrawing substituents make a phenol more acidic by stabilizing the phenoxide ion through delocalization of the negative charge and through inductive effects X OH X= -NO
3 Acidity of Phenols Most phenols are weaker acids than carboxylic acids and stronger acids than alcohols When phenols react with a base the phenol is converted into a phenoxide anion (see reactions below) The phenoxide anion is more soluble in water than the corresponding phenol Consequently if a water-insoluble phenol is treated with an
%20Base%20Strength/Table%20of%20Acids%20w%20Kas%20and%20pKas.pdf