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Chapter 17 - Chapter 17 Alcohols and Phenols 17.1 Naming...

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Sheet1 Page 1 Chapter 17: Alcohols and Phenols 17.1 Naming Alcohols and Phenols 1 Select longest carbon chain containing the hydroxyl group, replace -e with -ol 2 Number the alkane chain beginning at the end nearer the hydroxyl group 3 Number substituents according to their position and list in alphabetical order Phenols use naming rules for aromatic compounts (ortho, meta, and para) 17.2 Properties of Alcohols and Phenols Same basic geometry as water--> hydrogen bonding, higher boiling points Function as weak bases--> protonated by strong acids to yield oxonium ions Function as weak acids--> dissociate slightly in dilute aqueous solution to form an olkoxide ion *SMALLER Ka and larger pKa= less acidic* more stable alkoxide ion-->stronger acid (not sterically hindered, easily solvated) electron withdrawing groups increase acidity by spreading out charge steric hindrance (ex: tert-butoxide) decreases acidity Alcohols react with strong bases (NaH, NaNH2, RMgX) to yield alkoxide ions, which are themselves bases
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