Question

PRE-LAB QUIZ for EXPERIMENT 27 Name 1. In Experiment 27, a modified Perkin reaction is performed. The Perkin reaction is a carbonyl condensation reaction that is related to the Claisen condensation and aldol condensation. In this experiment, the reactants are benzaldehyde and 3-benzoylpropionic acid with sodium acetate and acetic anhydride as catalysts. Draw the structures of these compounds in the space below. benzaldehyde 3-benzoylpropionic acid acetic anhydride 2. The first step of the reaction is the formation of the mixed anhydride of acetic acid and 3-benzoylpropionic acid. Draw the structure of this mixed anhydride in the space. NOTE: Equation E27.3 on page 349 of the textbook shows the general reaction. mixed anhydride of acetic acid and 3-benzoylpropionic acid -HOA R! HP mixed anhydride aldehyde R! The mixed anhydride then reacts with the aldehyde as shown to produce the initial product of the reaction. On the other side of the page, draw the structure of the initial product (the product at the lower right of the diagram) when the starting materials are 3-benzoylpropionic acid and benzaldehyde. H1 H1 H- HT- R? O Figure E27.3 from Pedersen & Myers, pape 350. R! Initial product

Answer 1

Acetic ankydfide Question structures of Bengaldehyde 3-Benzoyl Propanoic and CHO 0 8- CH₂ - CH₂=C00H (01) CHY CHO (7) ColHg.CO.CH₂CH₂ Cool CH₂&o- &- CH₂ Question Mixed anhydride of acetic acid and 3. benzoyl Propanoic and is o – CH₂ - CH2 - 8 CH3C Question & Reaction of benzaldehyde and the above mixed guhydride is as shown below Cats oo 1 - ACOH [H2o a ře CH₂ + 8 CH₂ CO H-99 o GHS 0 = وع CGHS CHO 0 * At CH3 E-CH3 Lauestion ) Acol initial Product CH3- Home CMS * : Ency CH₂C08hs