Which is least nucleophilic? O The following compound: 0. O The following compound: HO. O The following compound: S. O The following compound: SH

Which reaction intermediate (A or B) is more likely to form in the epoxide ring opening reaction? Reactions prefer to react through lower energy intermediates. Hint: how might you justify one structure being lower in energy than the other? Draw structures as part of your explanation why. Structure A Structure B ерoxide ring opening HO, : ОН Which alcohol structure shown below would be less acidic? Explain why. F F. Br Br Br

Comote the retresynthetic analysi: belowby sucelyin:the missing comoounds Drawjustone ceutral compound in each box Grignerdreagent Hyco Conpound A * See Periodic Table See Hint Part 1 Draw Compound A:

18.4 Draw the major product(s) for each rxn below. b. d. e. f. + H, H₂O НО НО HN H.H₂O SH OH H, H₂O H, cat. H.cat.