Question

1. What is the electron donating group in the reaction shown?

2.What is the electrophilic substrate in the reaction shown?

3. Classify the electrophilic substrate (CH3,1⁰,2⁰,3⁰, allylic, benzylic)

4. Classify the substrate (Hindered, Unhindered)

5. Classify the electron donating group (Weak Nucleophile/Weak Base/Hindered; Weak Nuc/Weak Base/Unhindered; Strong Nuc/Weak Base/Hindered; Strong Nuc/Strong base/Hind; Strong Nuc/Stron Base/Unhind; Strong Nuc/Weak Base/Unhind; Weak Nuc/Strong Base/Hind; Weak Nuc/Strong Base/Unhind)

6. Classify the solvent in this reaction (nonpolar, polar protic, polar aproitic)

7. What mechanism will dominate in this reaction? (S_N2, E2, S_N1/E1, none of these)

8. What are the regiochemical considerations for this mechanism with this reagent? (SELECT ALL THAT APPLY: Favors the more substitiuted product; favors less substituted product; favors rearrangement to more substituted product; Pi bond forms only between alph & beta carbons; reagent must form bornd to same carbon as leaving group)

9. What are the sterochemical consideration for this mechanism with this reagent? (SELECT ALL THAT APPLY: will always give inversion of stereocenter; will always give racemization of stereocenter; will favor the TRANS product; will favor the CIS product; leaving groups should be anti-coplanar unless eclipsed forced)

10. What is the major product of the reaction shown.

NaOCH Br HOCH Br OCH Na II HOCH IV