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Classify the following molecules according to their functional groups. The possibilities are alcohol, ether, ketone, carboxylic acid, or amine. a. \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{O}-\mathrm{CH}_{2}-\mathrm{CH}_{3}\) b. CCC(C)O c. CCC(=O)CC d. \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{COOH}\) e. \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{NH}_{2}\)

Short Answer

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a: ether, b: alcohol, c: ketone, d: carboxylic acid, e: amine

Step by step solution

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01

Identify the functional group in molecule (a)

For the molecule \( \mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{O}-\mathrm{CH}_{2}-\mathrm{CH}_{3} \): Look for an oxygen atom connected to two carbon atoms. This pattern is characteristic of an ether functional group.
02

Identify the functional group in molecule (b)

For the molecule \(CCC(C)O\): Translate the SMILES notation to a structural formula. The structure will be \mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}(-\mathrm{CH}_{3})-\mathrm{OH} \. This molecule contains an -OH group attached to a carbon atom, which is characteristic of an alcohol.
03

Identify the functional group in molecule (c)

For the molecule \(CCC(=O)CC\): Translate the SMILES notation to a structural formula. The structure will be \mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{C}(=O)-\mathrm{CH}_{2}-\mathrm{CH}_{3} \. This molecule contains a carbonyl group (C=O) within the carbon chain, which is characteristic of a ketone.
04

Identify the functional group in molecule (d)

For the molecule \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{COOH} \): This molecule contains a carboxyl group (COOH) at the end of the carbon chain, which is characteristic of a carboxylic acid.
05

Identify the functional group in molecule (e)

For the molecule \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{NH}_{2} \): This molecule contains an amino group (NH2) attached to a carbon atom, which is characteristic of an amine.

Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Ether Functional Group
Ethers are a type of functional group characterized by an oxygen atom connected to two alkyl or aryl groups. This gives ethers the general formula \(\text{R-O-R'}\). In the molecule \( \text{CH}_{3}-\text{CH}_{2}-\text{O}-\text{CH}_{2}-\text{CH}_{3} \), the oxygen atom is bonded to two ethyl groups (\text{CH}_{2}-\text{CH}_{3}). This pattern is what defines an ether.

Here are some properties of ether functional groups:
  • The oxygen atom in ethers is generally more electronegative than the carbon atoms, which affects the electron distribution.
  • Ethers are typically less reactive than alcohols due to the lack of a hydrogen atom attached to the oxygen.
  • They are often used as solvents in organic reactions due to their relatively inert nature.
Alcohol Functional Group
Alcohols contain an \(\text{-OH}\) (hydroxyl) group attached to a carbon atom. The general formula for an alcohol is \(\text{R-OH}\), where \(\text{R}\) represents an alkyl group. In the translated molecule \( \text{CH}_{3}-\text{CH}_{2}-\text{CH}(-\text{CH}_{3})-\text{OH} \), there is one hydroxyl group (\text{-OH}) making it an alcohol.

Some common features of alcohols include:
  • The presence of the hydroxyl group makes alcohols polar and capable of hydrogen bonding.
  • Alcohols can engage in both substitution and elimination reactions due to the \(\text{-OH}\) group.
  • They are commonly used in beverages, as disinfectants, and as solvents in chemical industries.
Ketone Functional Group
Ketones include a carbonyl group (\text{C=O}) within the carbon chain. Their general formula is \(\text{R-CO-R'}\). For the molecule \( \text{CH}_{3}-\text{CH}_{2}-\text{C}(=O)-\text{CH}_{2}-\text{CH}_{3} \), the carbonyl group is bound to two carbon atoms within the chain, identifying it as a ketone.

Important aspects of ketones include:
  • Ketones cannot form hydrogen bonds with themselves, making them less polar than alcohols.
  • The carbonyl group is highly reactive because the carbon is electrophilic.
  • Ketones are often used in perfumes and as solvents due to their distinct smell.
Carboxylic Acid Functional Group
Carboxylic acids have a carboxyl group (\text{COOH}) at the end of a carbon chain. The general formula is \(\text{R-COOH}\). In \( \text{CH}_{3}-\text{CH}_{2}-\text{CH}_{2}-\text{COOH} \), the carboxyl group is present, classifying it as a carboxylic acid.

Properties of carboxylic acids include:
  • They are acidic because they can donate a proton (H+) from the carboxyl group.
  • They often participate in hydrogen bonding, which affects their boiling and melting points.
  • Carboxylic acids are commonly found in foods and fragrances, and are used in the production of pharmaceuticals.
Amine Functional Group
Amines feature an amino group (\text{-NH}_{2}) attached to a carbon atom. The general formula is \( \text{R-NH}_2 \), where \(\text{R}\) is an alkyl group. In the molecule \( \text{CH}_{3}-\text{CH}_{2}-\text{NH}_{2} \), the nitrogen atom is bonded to an ethyl group, indicating it is an amine.

Key characteristics of amines include:
  • Amines are basic due to the lone pair of electrons on the nitrogen, which can accept a proton.
  • They are soluble in water and can form hydrogen bonds.
  • Amines are vital in biology and are found in amino acids, proteins, and DNA.

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