The Journal of Organic Chemistry

Effect of phenyl substitution at the double bond of. DELTA. 3-cyclopentenylethyl p-nitrobenzenesulfonate upon the rate of acetolysis to norbornyl products

JWT Wu, ER Thornton

Index: Wu,J.W.-T.; Thornton,E.R. Journal of Organic Chemistry, 1975 , vol. 40, # 8 p. 1041 - 1046

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Citation Number: 5

Abstract

For product determination, the acetolyses were carried out at the same temperature, 60.4', used for the rate studies. The p-nitrobenzenesulfonates 1 and 2 were solvolyzed in anhydrous acetic acid in the presence of excess sodium acetate to neutralize the strong acid released from the reactions. The product isolated from acetolysis of 1 was 95% 2-phenyl-2- norbornene and that from 2 was 95% 1, 2-diphenyl-2-norbornene, as shown by ...