Lect9_0909 - Ch 3 1 8 Relationships between Structure and...

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Unformatted text preview: Ch. 3 - 1 8. Relationships between Structure and Acidity H–F H–Cl H–Br H–I Bond Length (Å) 0.92 1.28 1.41 1.60 pK a 3.2-7-9-10 Increasing acidity The strength of H–X bond ● H–F > H–Cl > H–Br > H–I The stronger the H–X bond, the weaker the acid. Ch. 3 - 2 Hydride pK a C (H 3 C– H ) 48 N (H 2 N– H ) 38 O (HO– H ) 15.7 F (F– H ) 3.2 S (HS– H ) 7.0 Cl (Cl– H )-7 Se (HSe– H ) 3.9 Br (Br– H )-9 I (I– H )-10 Acidity increases within a given row (electronegativity effect) A c id i t y in c r e a s e s w i t h in a g iv e n c o lu m n ( b o n d s t r e n g t h e f f e c t ) 8. Structure and Acidity 8A. 8A. The Effect of Resonance The Effect of Resonance (Delocalization) (Delocalization) More resonance structures means that the anion will be more stable 8B. 8B. The Effect of Hybridization The Effect of Hybridization Having more s character means that the electrons of the anion will, on the average, be lower in energy, and the anion will be more stable 8C....
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Lect9_0909 - Ch 3 1 8 Relationships between Structure and...

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