List the following compouns from highest to lowest frequency.

Cyclohexanone, 2-cyclohexenone, cyclohexanecarbaldehyde

What do you mean by the frequency of a compound?

Probably you are referring either to the frequency of the absorbing groups for infrared spectroscopy or for NMR. In either case, however, just look up the frequencies in a table and rank them yourself.

To determine the order of compounds from highest to lowest frequency, we need to consider their functional groups and the possibility of resonance stabilization.

First, let's take a look at the compounds:

1. Cyclohexanone: This compound contains a carbonyl group (C=O) and does not have any additional resonance structures.

2. 2-cyclohexenone: This compound also contains a carbonyl group (C=O) but has a double bond in the cyclohexene ring. The presence of a double bond allows for resonance stabilization, which can increase the frequency of absorption.

3. Cyclohexanecarbaldehyde: This compound contains both a carbonyl group (C=O) and an aldehyde group (CHO). The aldehyde group has a strong electron-withdrawing effect and can increase the frequency of absorption.

Based on the presence of resonance stabilization and the electron-withdrawing effect, we can rank the compounds in order of increasing frequency as follows:

1. Cyclohexanone: This compound has the lowest expected frequency of absorption.

2. Cyclohexanecarbaldehyde: This compound is expected to have a higher frequency of absorption compared to cyclohexanone.

3. 2-cyclohexenone: This compound is expected to have the highest frequency of absorption due to both the carbonyl group and the resonance stabilization provided by the double bond.

So, the compounds can be listed from highest to lowest frequency as follows:

2-cyclohexenone > cyclohexanecarbaldehyde > cyclohexanone.