Chemistry 1027A/B Final: Chem2213A Final Exam Notes
20 Oct 2011
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Feature: electronegativity, atomic size, hybridization, induction, resonance stabilization, solvation. Going down a column, size more important than en. + > x > o > sp2 > h > ch3. Acids dissociate less in non- polar solvents (no h bonds) Strong hold for lone e-, decreases base strength. Ewg make e- less available, decrease acid strength. Forming one isomer in greater amount is said to be regioselective. Electrophilic reactions are usually highly regioselective: enantiomers: share the same bonding sequence, the same formula, and the same number and type of functional groups, same chemistry, but have different effects on plane polarized light. Have zero rotation of plane polarized light: tautomerism: keto-enol interconversion involving only the movement of h from one atom to another. *if -carbon is chiral, tautomers create a raecemic mixture. Electrophilic addition ( bonds are electron dense), highly regioselective, carbocation stability determines dominant regioisomer. Additions: hx and h2o, x2 (anti), oso4 (add two oh) and h2 (syn)
