Question 1: 5 Marks

The chemical structure of the natural product shikimic acid is shown below. Please indicate in the box provided the absolute configuration (i.e. (R) or (S) for each of the stereogenic centers indicated.Please indicate in the circles provided the approximate pKa of the indicated protons.

2) (20 points) For the molecule with formula C9H₁1O₂N please draw the constitutional isomers with the properties as indicated below.(NOTE: All the constitutional isomers of this molecule contain an aromatic ring)

NOTE: For resonance stabilised anions please draw the most significant contributor.

Question 3 (4 Marks): In the box below is given the molecule shown as "Structure A". In the accompanying space please draw the stereoisomers as indicated.

Question 6: (4 Marks - — 1 for products and 3 for PE Diagram)In Box A please draw the expected major products of the reaction shown below.Please be certain to show the major contributor for any resonance stabilised anions.

Question 7: (4 Marks 1 mark per structure and 2 mark for explanation)-The pka for Molecule A is 10 units lower than Molecule B.