Question

Name all the aldehydes and ketones that have the formula \(\mathrm{C}_{5} \mathrm{H}_{10} \mathrm{O}\)

Short answer

In conclusion, there are three possible aldehydes and ketones with the molecular formula \(\mathrm{C}_5 \mathrm{H}_{10} \mathrm{O}\): 1. Pentanal: \(\mathrm{CH_3CH_2CH_2CH_2CHO}\) 2. 2-Pentanone: \(\mathrm{CH_3CH_2C(=O)CH_2CH_3}\) 3. 3-Pentanone: \(\mathrm{CH_3CHC(=O)CH_2CH_3}\)

Step-by-step solution

Identify possible aldehyde structures

First, we find the possible structures of aldehydes with a molecular formula of \(\mathrm{C}_{5} \mathrm{H}_{10} \mathrm{O}\). Aldehydes have a functional group \(\mathrm{C}=\mathrm{O}\) on one end of the carbon chain. Since we have five carbons, there can be only one possible aldehyde: 1. Pentanal: \(\mathrm{CH_3CH_2CH_2CH_2CHO}\)

Identify possible ketone structures

Next, we find the possible structures of ketones with a molecular formula of \(\mathrm{C}_{5} \mathrm{H}_{10} \mathrm{O}\). Ketones have a \(\mathrm{C}=\mathrm{O}\) group bonded to a non-terminal carbon atom. For a molecule with five carbons, the following ketone structures are possible: 1. 2-Pentanone: \(\mathrm{CH_3CH_2C(=O)CH_2CH_3}\) 2. 3-Pentanone: \(\mathrm{CH_3CHC(=O)CH_2CH_3}\)

Combine all possible structures

After identifying both aldehydes and ketones with five carbon atoms, we can merge the list to have all possible structures with a molecular formula of \(\mathrm{C}_{5} \mathrm{H}_{10} \mathrm{O}\): 1. Pentanal: \(\mathrm{CH_3CH_2CH_2CH_2CHO}\) 2. 2-Pentanone: \(\mathrm{CH_3CH_2C(=O)CH_2CH_3}\) 3. 3-Pentanone: \(\mathrm{CH_3CHC(=O)CH_2CH_3}\) In conclusion, there are three possible structures: one aldehyde (Pentanal) and two ketones (2-Pentanone and 3-Pentanone).

Key concepts

Molecular Formula

The molecular formula is a way of representing the composition of a molecule using chemical symbols. It gives the number of each type of atom in a molecule. For the formula \(\mathrm{C}_5\mathrm{H}_{10}\mathrm{O}\), this indicates that there are five carbon (C) atoms, ten hydrogen (H) atoms, and one oxygen (O) atom in each molecule.

Understanding the molecular formula helps predict the possible structures the molecule can form. It is the starting point when identifying which compounds could exist with this arrangement of atoms. In organic chemistry, especially when dealing with aldehydes and ketones, the molecular formula guides us in exploring possible structural arrangements that adhere to specific rules regarding functional groups and carbon chains.

Functional Groups

Functional groups are specific groupings of atoms within molecules that have characteristic properties. They are the reactive part of the molecule that can define its chemical behavior under different conditions.

For aldehydes and ketones, the functional group is the carbonyl group \((\mathrm{C}=\mathrm{O})\). This group is crucial in determining the compound's properties and reactivity.

• Aldehydes: The carbonyl group is located at the end of the carbon chain. This is represented by the formula \(\mathrm{RCHO}\), where \(\mathrm{R}\) is any carbon chain or hydrogen.
• Ketones: The carbonyl group is located within the carbon chain, strictly bonded to a non-terminal carbon. This is denoted by the formula \(\mathrm{RC(=O)R'}\), where \(\mathrm{R}\) and \(\mathrm{R'}\) are carbon chains.

Recognizing these functional groups helps unequivocally assign a structure as either an aldehyde or a ketone based on the positioning of the carbonyl group, significantly impacting the compound's reactivity.

Carbon Chain

Carbon chains form the backbone of organic molecules. In our case, the carbon chain for the molecular formula \(\mathrm{C}_5\mathrm{H}_{10}\mathrm{O}\) consists of five carbon atoms. The structure or shape of this chain can differ significantly, resulting in different compounds even with the same molecular formula.

For aldehydes like Pentanal, the carbon chain is linear, which places the carbonyl group at the end. Ketones, such as 2-Pentanone and 3-Pentanone, involve the carbonyl group being placed within the chain, allowing for some branching or changes in layout. Variations in the carbon chain and the position of the carbonyl group lead to differences in chemical behavior and properties these molecules exhibit.

Isomers

Isomers are compounds that share the same molecular formula but differ in structural arrangement, resulting in very different properties. They serve as a fantastic example of how the same set of atoms can create distinct compounds depending on how the atoms are connected.

In the context of \(\mathrm{C}_5\mathrm{H}_{10}\mathrm{O}\), Pentanal, 2-pentanone, and 3-pentanone are isomers. Despite having the same number of each type of atom, their arrangement differs:

• Pentanal is an aldehyde with the carbonyl group at the end of the chain.
• 2-Pentanone and 3-Pentanone are ketones with the carbonyl group positioned internally at the second and third carbon, respectively.

Therefore, even though these molecules have the same molecular formula, the differing positions of the carbonyl group within the carbon chain make each one unique in terms of structure and chemical properties. Understanding isomers is vital in organic chemistry, as it opens the door to understanding the diversity of organic compounds.