Nội dung text Organic Chemistry 4e của David Klein.pdf
−10 −5 0 5 10 15 20 R1 R1 R2 R2 O H 25 35 40 45 50 O H R OH O OH R1 R1 R2 R3 R2 O O H H R1 R2 N H R3 C O H R3 R2 R1 R H O H H RO H O H H R1 N R2 H R1 R2 C H R3 (–1.3) (3.2) R C C H H H (15) Me H –8.0 Me Me –7.3 Me OMe –6.5 Me Ph –6.2 Me Me –3.8 Et Et –3.6 Et H –2.4 Me H –2.2 H H 9.2 Me H 10.5 H H Me Me 10.6 Me Me 9.8 Et Et 10.8 Pr Pr 11.1 H Me Et H R CF3 –14 OH –9.0 Me –1.2 Ph –0.6 X pKa pKa pKa pKa pKa pKa pKa pKa pKa –10 Br –9.0 Cl –7.0 F 3.2 R CF3 –0.25 H 3.8 Me 4.8 t-Bu 5.0 R1 R1 R1 R2 pKa pKa R1 R1 R2 R2 R2 R2 R1 R2 R1 R2 R3 H H 7.1 H NO2 8.4 H H 9.9 H H 10.2 R3 pKa pKa pKa R1 R2 R3 R3 H H OMe Me Me 9.0 OEt Me 11 OMe OMe 13 OEt OEt 13.3 Me Me 18.0 Me Me 16.5 Me H 16.0 H H 15.5 Me H H H CF3 H 12.5 CF3 CF3 9.3 H H R t-Bu 24.5 Et 25.0 H H 38 Et H 38 Et Et 40 Ph H 41 CH=CH2 H 43 H H 48 H H H Me Me 51 Me Me 53 H Me R Ph 16.0 H 17.0 Me 19.2 R Ph 23 H 25 (7.0) CH3CO3H (8.2) H H (36) DMSO OH 6.4 H S H H X R S OH O O H H –1.7 N OH O O Me OH –6.1 H F H3C S C H O H H (35) H O H (15.7) C C H H H H (44) Me H H 50 NO2 N H (5.3) N N N H (4.7) + + + + + + − − Approximate pKa Values for Commonly Encountered Structural Types frontendpaper.indd 2 31/10/20 8:53 PM