CHM231ectures3-07

CHM231ectures3-07 - III. Lewis acids/bases and reactivity...

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III. Lewis acids/bases and reactivity A. All chemical reactivity, regardless of which theory is applied, can be broadly viewed as an interaction between something + and something - HCl H + Cl - NaOH Na + OH - NaCl + H 2 O A. Lewis acid - electron pair acceptor something + something - BF 3 B F F F N H H H .. “+” Electrophile nucleophile “-” NH 3 F 3 B:NH 3 Lewis base - electron pair donor
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Can we expect a reaction between CH 3 Br and …say NaOH? H H Br H CH 3 -Br δ + δ - Na + OH - H H OH H Br - CH 3 -Br NaOH CH 3 -OH NaBr Electrophile nucleophile (hydroxide) (Lewis acid) (Lewis base) IV. Acidic protons & pKa A H H + A - HO-H H + HO - pKa 15.7
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H- F H- Cl H-Br H- I pKa 3.2 -7 -9 -10 F - Cl - Br - I - H + H + H + H + O H : .. .. H- OH 15.7 H + H- O-CH 3 H + CH 3 O - Na + pKa 15.9 - OCH 3 Na + OH - sodium hydroxide sodium methoxide A. Electronegativity
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This note was uploaded on 04/09/2008 for the course CHEM 231 taught by Professor Kyler during the Spring '08 term at IUP.

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CHM231ectures3-07 - III. Lewis acids/bases and reactivity...

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