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Extra info for Organic Reaction Mechanisms 1968
S. N. Murthy and A. Ohno, Terahedron Letlera, 1968,1595; see also ref. 117. 188 See Organic Reaction Mechaniama, 1966,42. 67 x M tetrabutylammonium benzoate the mass-law effects show that the dissociated cation must be formed on average about 30 times before solvent capture. On the assumption that benzoate captures from the same direction as water, this means that addition of benzoate should cause a considerable decrease in the rate of racemization. In fact this is not found. 29 x sec-l. 564 x sec-l.
LeM Partkiption by mare remote cyc+opyl &up. 1so The formolysis of truns-2,3-dimethylcyclopropylethylp-bromobenzenesulphonate occurs about 3 times faster than that of cyclopropylethyl p-bromobenzenesulphonate, a result which was attributed to anchimeric assistance. ls1 181 Q. A. -M. Lin, J . Am. Chem. So&,90,6488 (1988). 121 H. Hart,R. Schlosberg and R. Murray,J . Org. , 88,3800 (1988). la* D. D. Roberts, J . Osg. , 88,2712 (1988). 194 J. FajkoX, J. Born, CoU. , 88,3324 (1988). 196 T. Shono, Y.
Foglesong, J . Am. Chem. , QO. 4311 (1968);see also ref. 162 below. Davis and A. Ohno, Tetrahedron,24,2083 (1968). 118 K. B. Wiberg, Tetrahedron, 24, 1083 (1986). A. Olah and J. J. Am. Chem. ,SO,933 (1966). Shono, A. Oku and R. Oda, Tetrahedron,24,421 (1988). leM Partkiption by mare remote cyc+opyl &up. 1so The formolysis of truns-2,3-dimethylcyclopropylethylp-bromobenzenesulphonate occurs about 3 times faster than that of cyclopropylethyl p-bromobenzenesulphonate, a result which was attributed to anchimeric assistance.