lecture5b_8b - H 2 C H 2 C C H 2 N H 2 C H O H H 3 C O H N...

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Unformatted text preview: H 2 C H 2 C C H 2 N H 2 C H O H H 3 C O H N CH 3 H H N CH 3 H H H O H H Estimate H (in p K a units) for the most likely reaction between each pair (from left to right). , , + 7 ,- 9- 3 5 ,- 7 ,- 9 + 3 5 ,- 7- 3 5 0% 0% 0% 0% 0% 0% 0% 0% 0%-35 +16 180 H -19-9 +16 H +7-9 +0 H -9 1.-7, 0, 2. +7, -7, +7 3.-9, +9, -9 4.-9, +7, -35 5. +16, +9, -7 6.-19, +7, -9 7. +9, -7, +35 8.-16, 0, -7 9.-19, -9, -35 4pts 1pt 2pts 1pt 2pts 2pts Summary of Critical Points from Last Class Acid-base reaction O H : : : O H : : H : Making bonds is Negative energy () (+) Breaking bonds is Positive energy 16 +16 Use p K a s to assign values to these arrows Energy change for this reaction is -16 + 16 = 0 Summary of Critical Points from Last Class Easier to pull H off of positive species than a neutral species +16 +9 H H neutral negative Formal Charge can tell you which H is most acidic Reaction progress +16 p K a units Reaction progress +9 p K a units neutral negative positive neutral Note: also easier to pull H off of neutral species than a negative species Easier to pull H off of more electronegative element (if same charge) +16 H negative Reaction progress +16 p K a units Reaction progress +35 p K a units Electronegativity of oxygen lowers the energy of this anion +35 negative N H H H Summary of Critical Points from Last Class Electronegativity can tell you which H is most acidic Summary of Critical Points from Last Class Proximity to electronegative element effects acidity C C C C C H F H H H H H H H H most acidic most acidic Caution: Inductive Effect weaker than other effects Summary of Critical Points from Last Class Proximity to electronegative element effects acidity Preview of this Class Today we will learn how certain arrangements of bonds can lower the potential energy of a conjugate base, Begin Work on ChemActivity 5A Clicker question(s) covering p. 57 in ~5 minutes and be using curved arrows to draw special diagrams called Resonance Structures , a critical tool going forward! C C C H C H CH 2 H H H C C C H C H CH 2 H H H Which best describes the purpose of the first page of ChemActivity 5 (p. 57)? o d u c e t h e c o n . . . i e w t h a t a m e t a l l . . n v e y t h a t L i i s . . . l y o u t h a t f i r s t c . . . N o t s u r e N e e d m o r e t i m e 0% 0% 0% 0% 0% 0% 1. To introduce the concept of Resonance Structures. 2. To review that a metallic element has a zero oxidation state. 3. To convey that Li is lighter than Na or K . 4. To tell you that first column elements can usually be ignored unless they have a superscript zero after them. 5. Not sure 6. Need more time 10 What is wrong with the curved arrow shown?...
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lecture5b_8b - H 2 C H 2 C C H 2 N H 2 C H O H H 3 C O H N...

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