Question

The spectrum in Figure 17-20 is that of a high-boiling-point liquid having the empirical formula ${\mathrm{C}}_9{\mathrm{H}}_{10}\mathrm{O}$. Identify the compound as closely as possible.

Short answer

The compound will be

Step-by-step solution

Step 1. Given information

State the compound with the empirical formula ${\mathrm{C}}_9{\mathrm{H}}_{10}\mathrm{O}$.

Step 2. Explanation

From the given spectrum, we can find peaks as
- 3000 cm^-1
- 1700cm^-1
- 1350 cm^-1
- 2850cm^-1-3000 cm^-1
- 745 cm^-1- 705 cm^-1
From this we can get the molecule with the empirical formula C₉H₁₀O will have the following types of bonds and groups:
- C-H
-C=O
- CH₂ group

- CH₃ group
- Adjacent hydrogen bonds on the aromatic ring

Since there are five adjacent hydrogen bonds present; a ketonic group needs to be present at one of the carbon atoms of the aromatic ring.

This makes the structure as below