CHM136H1 Lecture Notes - Lecture 8: Sodium Benzoate, Phenyl Group, Acid Strength

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29 Jan 2016
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CHM136H1 Full Course Notes
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Tutorial questions: review functional groups, identify them well. Using pka to differentiate them, such as below. The fluoride in the [atom name] is much stronger than ethanoic acid. If an acid/base is strong, its conjugate will be weak. Because molecule overall will either favour protonation or deprotonation. Because of structural differences between them, including stability of them. Resonance of phenol conjugate base is stabilized by delocalization of electrons. The negativity is shared between the other atoms of the molecule. Water isn"t acidic bc its conjugate base isn"t very stable. The negative charge is held by one atom alone, so it"ll attract a proton. And it will not readily donate its proton. Due to induction - conjugate base of [?] is stabilized by electron-withdrawing fluorine atoms. Carboxylic acids, by their nature, are more acidic due to their resonance properties. The difference is that the fluorine atoms will pull the electrons to itself, stabilizing it better.

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