6. Draw the full arrow-pushing mechanisms for the equations in questions 4 and 5 a. Mechanism for equation in Q4 (0.5 point) b. Mechanism for equation in Q5 (0.5 point)

4. Write the balanced chemical equation for the formation of the (S,S,S)-bis-proline phenylsuccinic acid salt and the (S,R,S)-bis-proline phenylsuccinic acid. Start with 4 equivalents of (S)-proline and two equivalents of racemic phenylsuccinic acid. (1.0 point) (S)- Phenylsuccinic acid a (S,S,S)-bis-proline phenylsuccinic acid salt (R)-Phenylsuccinic acid (S.R.S)-bis-proline phenylsuccinic acid salt 5. Write the balanced chemical equation for the formation of (S)-phenylsuccinic acid. Start with one equivalent of (S,S,S)-bis proline phenylsuccinic acid salt and two equivalents of hydrochloric acid. (1.0 point). H-CI H-CI (S)-phenylsuccinic acid (S)- Proline hydrochloride (S.S.S)-bis-proline phenylsuccinic acid salt