B30
Stadlbauer,
J.M., Venkatesvaran, K. and Walker, D.C.
Can.
J. Chem., 1997,
75, 74.
Reaction:
C-(CH2)5C=O
+ Mu ®
C-(CH2)5COMu
Type
of reaction: addition to C=O bond
with Mu attached to O atom
kM
= (1.17 ±
0.2) x 108 dm3mol-1s-1
at pH = 6-7
kH
– unknown for cyclohexanone but determined for cyclopentanone:
kH
= (4.91 ±
0.28) x 107 dm3mol-1s-1
Mezyk,
S.P., Lossack, A. and Bartels, D.M. Can. J. Chem., 1997, 75,
1114.
assuming
similar values of kH for cyclopentanone and cyclohexanone one
obtains
KIE = kM
/ kH = 1.2 x 108 / 4.9 x 107 »
2.5