Mechanisms and stereochemistry of amine substitution reactions at the carbon-nitrogen double bond

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The reaction of (Z)-O-methyl-nitrobenzohydroximoyl chloride [4-NO 2 C 6 H 4 C(CI)=NOCH 3 ] with morpholine, piperidine, pyrrolidine, and azetidine gives the corresponding (Z)-amidoximes (4-NO 2 C 6 H 4 C(NR 1 R 2 )=NOCH 3 ]. The rate equations for these reactions in benzene solution contain both first-order and second-order terms in amine