Organic Solutes in Aqueous Solutions

B66

B67

3-Pentanone (diethyl ketone)

Stadlbauer, J.M., Venkatesvaran, K. and Walker, D.C.

Can. J. Chem., 1997, 75, 74.

Reaction: CH3C(=O)C2H5 + Mu ® CH3C(OMu)C2H5

Type of reaction: addition to C=O  bond with Mu attached to O atom

kM = (8.4 ± 1.5) x 107 dm3mol-1s-1    at pH = 6-7

KIE = kM / kH = 8.4 x 107 / 4.2 x 107 = 2.0

kH = (4.20 ± 0.15) x 107 dm3mol-1s-1

from: Mezyk, S.P., Lossack, A. and Bartels, D.M. Can. J. Chem., 1997, 75, 1114.

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