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Phenolphthalein is slightly soluble in water and usually is dissolved in alcohols in experiments. It is a weak acid, which can lose H + ions in solution. The nonionized phenolphthalein molecule is colorless and the double deprotonated phenolphthalein ion is fuchsia. Further proton loss in higher pH occurs slowly and leads to a colorless form.
Chemical structure of phenolphthalein, a common phthalein dye. Phthalein dyes are a class of dyes mainly used as pH indicators, due to their ability to change colors depending on pH. [1] They are formed by the reaction of phthalic anhydride with various phenols. They are a subclass of triarylmethane dyes. Common phthalein dyes include ...
C 6-C 7-C 6 Diarylheptanoids are not included in this Harborne classification.. They can also be classified on the basis of their number of phenol groups. They can therefore be called simple phenols or monophenols, with only one phenolic group, or di-(bi-), tri-and oligophenols, with two, three or several phenolic groups respectively.
Phenols are more acidic than typical alcohols. The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pK a is usually between 10 and 12).
For optimal accuracy, the color difference between the two species should be as clear as possible, and the narrower the pH range of the color change the better. In some indicators, such as phenolphthalein, one of the species is colorless, whereas in other indicators, such as methyl red, both species confer a color. While pH indicators work ...
Upon reduction, the very intense pink color of the cationic form of phenolphthalein fades to a faint yellow color. It is this form of phenolphthalein that is present in Kastle–Meyer test kits. In order to generate the intense pink color indicative of a positive test, the reduced phenolphthalein must be oxidized back to its normal, colored form.
This is a property of pH indicators, whose molecular structure changes upon certain changes in the surrounding pH. This change in structure affects a chromophore in the pH indicator molecule. For example, phenolphthalein is a pH indicator whose structure changes as pH changes as shown in the following table:
An alternative explanation involves the sigma framework, postulating that the dominant effect is the induction from the more electronegative sp 2 hybridised carbons; the comparatively more powerful inductive withdrawal of electron density that is provided by the sp 2 system compared to an sp 3 system allows for great stabilization of the oxyanion.