MARCOS N. EBERLIN

Acidez e Basicidade

Acidez OH

< R OH

O

< HClR-OH <R-H <

pKa ~ 16pKa ~ 50

pKa ~ 10pKa ~ 4

pKa ~ -7

R-NH2

pKa ~ 37

<

48p

aK

δ-δ

3 H

CH

38p

aK

δ-δ

2 H

NH

15,7p

aK

δ-δ

H

OH

3,2p

aK

δ-δ

H

F

Aumento da Acidez

Two factors to consider 1. the strength of the bond being broken, 2. the stability of the ions being formed.

pKa = -1,9

Basicidade

pKb + pKaH = 14

Basicidade

pKb = 2

MTBD - Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene TBD - 1,5,7-Triazabicyclo[4.4.0]dec-5-ene

pKb = 5.2 DABCO