Question

Draw the structure of a compound with the molecular formula C9H10O2 that exhibits the following spectral data. (a) IR: 3005 cm-1, 1676 cm-1, 1603 cm-1 (b) 1H NMR: 2.6 ppm (singlet, I

Answer 1

Answer:

The answer is 3-Phenylpropanoic acid (see attached structure)

Explanation:

From spectral data:

3005 cm-1 ⇒ carboxylic acid (broad band)

1670 cm-1 ⇒ C=C

1603 cm-1 ⇒ Aromatic C-C bond

H NMR frequency at 2.6 ppm, singlet, ⇒ OH with no surrounding protons, possible deshielding  (clearer investigation of  spectrum would be expedient).

Hence, our C9H10O2 compound has an aromatic ring and carboxylic acid group attached to it.