Anilinolysis of nitro??substituted diphenyl ethers in acetonitrile: The effect of some ortho??substituents on the mechanism of SNAr reactions

C Isanbor, TA Emokpae

Index: Isanbor., Chukwuemeka; Emokpae, Thomas A. International Journal of Chemical Kinetics, 2010 , vol. 42, # 1 p. 37 - 49

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Citation Number: 3

Abstract

Abstract Rate data are reported for the reactions of a series of X-phenyl 2, 4, 6-trinitrophenyl ethers 1a–e [X= H, 4-NO 2, 2-NO 2, 2, 4-(NO 2) 2, or 2, 6-(NO 2) 2] with substituted anilines 2a–e [Y= H, 2-CH 3, 2, 4-(CH 3) 2, 2, 6-(CH 3) 2, or N-CH 3] in acetonitrile as solvent. For individual amine, kinetic data show that there is little steric hindrance to attack at the 1- position of the parent molecules, even in the presence of di-ortho substitution. With each ...