Compound C (C9H11NO) gives a positive Tollens' test (can be oxidized to a carboxylic acid) and is

Question:

Compound C (C9H11NO) gives a positive Tollens' test (can be oxidized to a carboxylic acid) and is soluble in dilute HCl. The IR spectrum of C shows a strong band near 1695 cm-1 but shows no bands in the 3300-3500-cm-1 region. The broadband proton-decoupled 13C NMR spectrum of C is shown in Fig. 20.8. Propose a structure for C.