Portmess Homework Q&S 83

Portmess Homework Q&S 83 - 77 ALCOHOLS AND ALKYL...

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( c ) ( d ) ( e ) ( f ) ( g ) 4.28 ( a ) The proton-transfer transition state can represent the following reaction, or its reverse: When the reaction proceeds as drawn, the stronger acid (hydrogen bromide) is on the left, the weaker acid (isopropyl alcohol) is on the right, and the equilibrium lies to the right. ( b ) Hydroxide is a strong base; methyloxonium ion is a strong acid. 4.29 ( a ) This problem reviews the relationship between logarithms and exponential numbers. We need to determine K a , given p K a . The equation that relates the two is p K a 5 2 log 10 K a Therefore K a 5 10 2 p K a 5 10 2 3.48 5 3.3 3 10 2 4 H O H CH 3 1 1 O H CH 3 1 2 HO HOH Hydroxide ion (base) Methyloxonium ion (acid) Water (conjugate acid) Methanol (conjugate base) K . 1 (CH 3 ) 2 CH (CH 3 ) 2 CH O OH OH Br H 2 1 Base (CH 3 ) 2 CH Conjugate acid (weaker acid) K a 5 10 2 17 Conjugate base Acid (stronger acid) K a 5 10 9 d 2 Br d 2 Br 2 1 H 2 SO 4 11 HSO 4 2 Fluoride ion: base Sulfuric acid: acid (stronger acid, K a < 10 5 ) Hydrogen fluoride: conjugate acid (weaker acid, K a < 10 2 4 ) Hydrogen sulfate ion: conjugate base HF F 2 (CH 3 )
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This note was uploaded on 09/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Spring '01 term at University of Florida.

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