Page 198 - Mechanism and Theory in Organic Chemistry
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The Solvent, Substrate, Nucleophile, and Leaving Group 187
Table 4.5 NUCLEOPHILIC CONSTANTS (nCIlaI Values)
Nucleophile n~~~~ npt“ pKa of Conjugate
Acid in Methanol
CH30H
NO3 -
CO
C6HllNC
43Sb
F-
SO,a -
SnC13-
0
I1
CH3C-0-
C1-
0
I I
4-c-0 -
hAS
(4CHa)zS
Imidazole
4SOaNH-
(CH3OI3P
(4cHa)~se
Pyridine
(CH3CHa)zS
NO, -
