3. What molecule or ion acts as the nucleophile in the base-catalyzed reaction between acetic anhydride and vanillin? A. Vanillin as a neutral phenol B. Vanillin as a phenoxide ion (conjugate base) C. Acetic anhydride D. Sodium hydroxide 4. According to the class notes, the first step in the acid-catalyzed reaction between acetic anhydride and vanillin is: A. Loss of a proton from the alcohol group in vanillin B. Protonation of acetic anhydride C. Protonation of the alcohol group in vanillin D. Departure of water as a leaving group in vanillin FOR QUESTIONS 5 AND 6 USE THE FOLLOWING INFORMATION: • Vanillin (solid) MW = 152.15 g/mol • Acetic anhydride (liquid) MW = 102.04 g/mol • Acetic anhydride density = 1.082 g/mL 5. How many mmoles of vanillin and how many mmoles of acetic anhydride are being reacted in the BASE CATALYZED reaction as described in the textbook? A. 1.97 mmol of vanillin and 8.45 mmol acetic anhydride B. 45.6 mmol of vanillin and 82 mmol acetic anhydride C. 8.45 mmol of vanillin and 2 mmol acetic anhydride D. 2 mmol of vanillin and 2 mmol acetic anhydride 6. How many mmoles of vanillin and how many mmoles of acetic anhydride are being reacted in the ACID CATALYZED reaction as described in the textbook? A. 23 mmol of vanillin and 102 mmol acetic anhydride B. 11 mmol of vanillin and 1 mmol acetic anhydride C. 1 mmol of vanillin and 10.6 mmol acetic anhydride D. 1 mmol of vanillin and 9 mmol acetic anhydride