In soln, only H is released. oxyacids: Consider H 2 SO 4 (an acid) and Ca(OH) 2 (a base). contain O The electronegativity of S is similar to that of O,

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Presentation transcript:

in soln, only H is released. oxyacids: Consider H 2 SO 4 (an acid) and Ca(OH) 2 (a base). contain O The electronegativity of S is similar to that of O, so the S–O bonds are covalent. This means that… in soln, the entire OH – group is released. The electronegativity of Ca is low, while for O, it is high. Thus, the Ca–O bonds are ionic. This means that… H–O–Ca–O–H H–O–S–O–H O O H 2 O splits a particle where the polarity is greatest.

Anything that draws e – density AWAY from the “donate-able” H makes for a stronger acid.

Other tips: (1) For oxyacids, acid strength generally increases with increasing electronegativity of the central atom. e.g.,HClO HBrO HIO stronger weaker (because EN Cl > EN Br > EN I ) (2) For oxyacids with the same central atom, acid strength increases as the number of oxygens attached to the central atom increases. e.g., HClO HClO 2 HClO 3 HClO 4 weaker stronger

Carboxylic acids contain the ____________. carboxyl group weaker –C–O–H O -- these comprise the largest category of organic acids -- acid strength increases with the addition of more electronegative atoms e.g., CH 3 COOH vs. CF 3 COOH stronger –COOH

L acid Lewis Acids and Lewis Bases The “Lewis” definitions greatly broaden the range of acids because many species other than H-containing ones can accept an e – pair. e – pair acceptors e – pair donors H+H+ +:N–H H H H–N–H H H + [ ] L base B–L acid B–L base Gilbert Lewis (1875–1946)

Another example: +:N–H H H F–B–N–H H H F F F–B F F L acidL base The simple term “acid” suggests that we are referring to an Arrhenius or a Bronsted-Lowry acid, i.e., an H- containing substance in an aqueous solution. If you are referring to a Lewis acid, then use the term “Lewis acid.”

Substances with an incomplete octet (e.g., BF 3 ) or ones having vacant orbitals (e.g., Fe 3+ ) can function as Lewis acids. -- this is why solns of many metal ions exhibit acidic properties -- The (+) charge attracts (i.e., accepts) the lone pairs of e – on the O of a water molecule. This process is hydration: the “glomming” of H 2 O m’cules onto metal ions. Fe 3+ H–O : H : O–H : H : H–O : H : e – pair acceptor (L acid) Solutions w /the Fe 3+ ion exhibit a characteristic orange color and are generally acidic.

Cation size and cation charge determine the extent to which the pH is affected. H–O : H : -- short distance -- strong interaction -- O–H becomes more polarized, and “more polarized” = “stronger acid” (i.e., H + s more likely to pop off) Fe 3+ K+K+ H–O : H : -- larger distance -- weaker interaction -- O–H bond keeps ~ same polarity; acidity is unaffected