Chapter 17 Aldehydes and Ketones I Aldol Reactions
Chapter 17 Aldehydes and Ketones II. Aldol Reactions
ORGANIC CHEMISTRY Chapter 17 17.1 The Acidity of the a Hydrogens of Carbonyl Compounds: Enolate Anions Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 17 17.1 The Acidity of the α Hydrogens of Carbonyl Compounds: Enolate Anions
ORGANIC CHEMISTRY Chapter 17 C—C-C-R HH B Hydrogens are not acidic a Hydrogens are usually acidic (pKa=40~50 (pKa=19~20) CH3CH3 CH2=CHCH3 (C6H5)2CH2 CH3 CN pl 50 40 32.3 25 CH3SO2CH3 CHsCOCH3 CHINO HH 29 24.7 16.6 17.21 Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 17 C C H C O R H α Hydrogens are usually acidic (pKa = 19 ∼ 20) β Hydrogens are not acidic (pKa = 40 ∼ 50) CH2 CHCH3 pKa H H ~ 50 40 32.3 25 29 24.7 16.6 17.21 CH3CH3 (C6H5)2CH2 CH3CN CH3SO2CH3 C6H5COCH3 CH3NO2
ORGANIC CHEMISTRY Chapter 17 O C|H -C-R C-C-R C=C-R B: O R OH HB LO HB H B: C-C CC、+B: R R R Enol form Enolate anion Keto form 烯醇式 烯醇负离子 酮式 Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 17 C H C O R B C C O R C C O R C C O R δ δ C C O R δ δ Enolate anion 烯醇负离子 C C OH R C H C O R B + + B HB HB Keto form 酮式 Enol form 烯醇式
ORGANIC CHEMISTRY Chapter 17 17.2 Keto and Enol tautomers Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 17 17.2 Keto and Enol Tautomers