| List I | List II |
| I. Acetamide | A. Acidic |
| II. Benzonitrile | B. Basic |
| III. Triethylamine | C. Neutral |
| IV. Phenol |
A) I-C; II-C; III-B; IV-A
B) I-B; II-C; III-C; IV-A
C) I-C; II-B; III-B; IV-C
D) I-A; II-A; III-C; IV-B
Correct Answer: A
Solution :
[a] Acetamide is basic due to the presence of lone pair of electrons of N; it is also acidic because its conjugate base shows resonance. \[C{{H}_{3}}-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-N{{H}_{2}}\xrightarrow{base}~C{{H}_{3}}-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-N{{H}^{-}}\] \[\overset{{}}{\longleftrightarrow}C{{H}_{3}}-\overset{{{O}^{-}}}{\mathop{\overset{||}{\mathop{C}}\,}}\,=NH\] (more stable due to -ve charge on O) Benzonitrile \[({{C}_{6}}{{H}_{5}}C\equiv N)\] acts as an electrophile (Lewis acid) due to electron deficiency of C of CN as well as nucleophile (Lewis base) in nature due to presence of lone pair electrons on N; hence it is neutral Triethylamine and phenol are basic and acidic in nature respectively.
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