must_know_pka_table - 24.3 30.3 Me CH 3 O (ketone) ~20 26.5...

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Chemistry 634: Advanced Organic Chemistry – Synthesis and Reactivity Fall 2010, University of Delaware Prof. Donald Watson MUST KNOW pKa TABLE (every organic chemist should know these) compound pKa (water) pKa (DMSO) tBu-H 53 Me-H 48 56 Ph-H 43 PhCH 3 41 43 H 2 ~36 iPr 2 N-H 36 (THF) NH 3 38 41 t BuO CH 3 O (ester)
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Unformatted text preview: 24.3 30.3 Me CH 3 O (ketone) ~20 26.5 iPrOH 16.5 27.9 H 2 O 15.7 32 Et 3 N-H + 10.8 9.0 Me OH O (carboxylic acid) 4.8 12.3 H 3 O + 1.7 HCl 8.0 1.8 Recall: pKa = -log (Ka) HB Ka H + + B the smaller the number, the more acidic also pKa is the acidity of the conjugate acid...
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This note was uploaded on 12/21/2011 for the course CHEM 634 taught by Professor Fox,j during the Fall '08 term at University of Delaware.

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