Organic Solutes in Aqueous Solutions

B61

B62

4-Nitrophenol

Ng, B.W., Jean, Y.C., Ito, Y., Suzuki, T., Brewer, J.H., Fleming, D.G. and Walker, D.C.
J. Phys. Chem., 1981, 85, 454.

Reaction: O2NC6H4OH + Mu ® O2NMuC6H4OH

Type of reaction: addition to aromatic ring

kM = 8 x 109 dm3mol-1s-1  

KIE = kM / kH = 8 x 109 /1.65 x 109 = 5.0

kH – unknown for nitrophenol but can be estimated as kH = (1.65 ± 1) x 109 dm3mol-1s-1

an average value of k (H + nitrobenzene) = 1.6 x 109 dm3mol-1s-1

and k(H + phenol) – 1.7 x 109 dm3mol-1s-1

kH
values from:
www.rcdc.nd.edu/compilations/HAtom/H.htm

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