Organic Solutes in Aqueous Solutions

B72

B74

Pyridine

Wu, Z., Stadlbauer, J.M. and Walker, D.C.
J. Am. Chem. Soc., 1992, 114, 3988.

Reaction: C5H5N + Mu ® MuC5H5N

Type of reaction: addition to ring:        at N (42%), C(ortho) position (28%), C(meta) position (30%)

kM = (5.8 ± 0.4) x 109 dm3mol-1s-1       a  pH ~

kM = (7.4 ± 0.5) x 109 dm3mol-1s-1      at   pH = 1.

KIE = kM / kH = 5.8 x 109 / 7.8 x 108 = 7.4     at pH ~ 7

KIE = kM / kH = 7.4 x 109 / 4 x 108 = 20      at pH ~ 1.2

kH = 7.8 x 108 dm3mol-1s-1 at pH ~ 7;   kH = 4 x 108 dm3mol-1s-1 at pH ~ 1

(~ 99 % of solute as C6H5NH+) from:  www.rcdc.nd.edu/compilations/HAtom/H.htm

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