aldol_condensation - O H R H Step 2 The carbanion...

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Spring 2007 CHM 201 Chapter 11: Aldol Condensation General Formula: 2 O H R -OH R O H Aldol alcohol aldehyde (aldehyde + alcohol) Dehydration OH H R H -H 2 O R O H H R ! -carbon containing ! -hydrogens R= alkyl group
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Spring 2007 CHM 201 Mechanism: O H R H H H O Step 1: Deprotonation of ! -hydrogen O H R H O H R H + H 2 O *Remember: The carbons next to the carbonyl is called the “alpha” carbon, therefore the hydrogens on it are called the “alpha” hydrogens
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Unformatted text preview: O H R H Step 2: The carbanion nucleophile adds to the second aldehyde molecule O C H R H H O H H R C H O R H H O H H R C H O R H H H O H Step 3: Making the "aldol" by deprotinating water O H H R C H O R H H H + HO O H H R C H O R H H H Step 4: Dehydration to form the ! , "-unsaturated aldehyde Dehydration O H C R H H H R + H 2 O...
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