CHEM 210 Study Guide - Final Guide: Dihydroxylation, Ozonolysis, Sodium Hydroxide
Document Summary
Inversion reaction progress reaction progress rate = k (cid:149) [electrophile] rate = k (cid:149) [electrophile] (cid:149) [nucleophile] Higher substituted product is favored unless base is sterically hindered! products reaction progress reaction progress rate = k (cid:149) [electrophile] rate = k (cid:149) [electrophile] (cid:149) [base] Competition between sn1, sn2, e1 and e2 nucleophile only. Explanation unhindered anion with pka of conj. acids <15 uncharged sp3 (n,p,s) examples: & strong base unhindered anion with pka of conj. acids 15-30 examples: Rco2h base only strong bases with pka of conj. acids > 30 hindered bases with pka of conj. acids > 10 examples: H necessary for elimination reagent is a strong nucleophile. H necessary for elimination reagent is a weak nucleophile. 3 or resonance-stabilized carbocation reagent is a base only. E1 polar medium necessary if unhindered and no -h. When the reagent functions exclusively as a nucleophile (and not as a base), only substitution reactions occur for 1 and 2 electrophiles.
