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Relative Base Strengths

In each of the following sections four nitrogen containing compounds are listed. In the box under each formula enter a number (1 to 4) indicating the order of base strength.
(1 is strongest & 4 is weakest).


(A)
Skeletal structure of pyridine, six-membered aromatic ring with one nitrogen Skeletal structure of N-methylpyrrolidine, saturated five-membered ring with N-CH3 Skeletal structure of 2-piperidinone, six-membered lactam ring with N-H and C=O Skeletal structure of para-nitroaniline, benzene with NH2 and para NO2 groups

(B)
Skeletal structure of piperidine, saturated six-membered ring with one N-H Skeletal structure of aniline, benzene ring bearing an NH2 group Skeletal structure of para-nitroaniline, benzene with NH2 and para NO2 groups Skeletal structure of succinimide, five-membered ring with N-H flanked by two C=O

(C)
Skeletal structure of N,N-dimethylaniline, benzene with N(CH3)2 group Skeletal structure of pyrrole, aromatic five-membered ring with one N-H Skeletal structure of a cyclic guanidine, ring with two N-H and an exocyclic =NH amidine Skeletal structure of N-methylpyrrolidine, saturated five-membered ring with N-CH3

(D)
Skeletal structure of isobutyronitrile, (CH3)2CH-C≡N nitrile Skeletal structure of pyridine, six-membered aromatic ring with one nitrogen Skeletal structure of pyrrole, aromatic five-membered ring with one N-H Skeletal structure of piperidine, saturated six-membered ring with one N-H


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