ORGANIC CHEMISTRY Chapter 17 LDA Lithium diisopropylamide [(ch3)2 CH2N Li 二异丙氨基锂 THE [(CH3)2CH]2NH C4HOLi -[(CH3)2CI2NLI C4H1o o° CH3-C-CH3 +[(CH3)2 C]N Li-+CH2-C=CH Stronger acid Stronger base Weaker base pKa=20 +[(CH3)2CHINH Weaker acid pKa= 38 Department of Chemistry, Xiamen UniversityORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 17 LDA Lithium diisopropylamide [(CH3)2CH]2N −Li+ 二异丙氨基锂 [(CH3)2CH]2NH + C4H9Li THF [(CH3)2C]2N Li + C4H10 CH3 C O CH3 + [(CH3)2C]2N Li CH3 C O CH2 δ δ Li pKa = 20 [(CH3)2CH] + 2NH pKa = 38 Stronger acid Stronger base Weaker base Weaker acid