CHEM302 S09 CA6B key

CHEM302 S09 CA6B key - CHEM302, Spring 2009 Dr. Ruder 1...

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CHEM302, Spring 2009 Dr. Ruder 1 Class Activity 6B Aldol Condensation Model 1 : The Aldol Condensation C O C H H H H OH (cat.) H 2 O acetaldehyde C O C H H H H 3 C OH H aldol product C O C H H H H 3 C OH H aldol product new bond Questions: 1. Consider the aldol condensation shown in Model 1. (a). Identify the two functional groups in the aldol product. Explain why “aldol” is an appropriate name for this compound. . An aldehyde and an alcohol are present in the aldol product. This name mades sense because ald = aldehyde and ol=alcohol. (b). How many carbons are in the aldol product? 4 (c). How many carbons are in the starting material acetaldehyde? 2 (d). How many acetaldehyde molecules are required to form the aldol product? 2 (e). Label the new C-C bond formed in the aldol product, and circle each acetaldehyde subunit. See above. (f). The aldol product is also called a hydroxyl carbonyl compound. At what position does the hydroxyl group reside? (use greek character to identify, α,β, γ, δ ). The β position. Model 2 : Retrosynthetic Analysis of the Aldol Condensation The aldol condensation results in formation of a C-C bond, resulting from a nucleophilic carbon joining with an electrophilic carbon. In retrosynthetic analysis we start with the product and disconnect or pull apart the product (on paper) into the electrophilic and the nucleophilic piece. OH
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CHEM302 S09 CA6B key - CHEM302, Spring 2009 Dr. Ruder 1...

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