Problem 50
Question
Write the structural formula of the ester that can be formed from each reaction. (a) \(\mathrm{CH}_{3} \mathrm{COOH}+\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}\) (b) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOH}+\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{OH}\) (c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COOH}+\mathrm{CH}_{3} \mathrm{OH}\)
Step-by-Step Solution
Verified Answer
(a) Ethyl acetate, (b) Propyl propanoate, (c) Methyl propanoate.
1Step 1: Identify Functional Groups
An ester is formed by reacting a carboxylic acid with an alcohol. The carboxylic acid group is \(-\text{COOH}\) and the alcohol group is \(-\text{OH}\). Identify these groups in each reaction.
2Step 2: Reaction of Acetic Acid with Ethanol
For reaction (a) with \(\text{CH}_3\text{COOH}\) (acetic acid) and \(\text{CH}_3\text{CH}_2\text{OH}\) (ethanol), the hydroxyl group \(-\text{OH}\) from acetic acid and the hydrogen \(-\text{H}\) from ethanol combine, releasing water and forming the ester ethyl acetate: \(\text{CH}_3\text{COOCH}_2\text{CH}_3\).
3Step 3: Reaction of Propanoic Acid with Propanol
For reaction (b) with \(\text{CH}_3\text{CH}_2\text{COOH}\) (propanoic acid) and \(\text{CH}_3\text{CH}_2\text{CH}_2\text{OH}\) (propanol), the carboxylic group \(-\text{COOH}\) and the alcohol group \(-\text{OH}\) react. This forms the ester \(\text{CH}_3\text{CH}_2\text{COOCH}_2\text{CH}_2\text{CH}_3\) (propyl propanoate).
4Step 4: Reaction of Propanoic Acid with Methanol
For reaction (c) with \(\text{CH}_3\text{CH}_2\text{COOH}\) (propanoic acid) and \(\text{CH}_3\text{OH}\) (methanol), the \(-\text{OH}\) from the acid and the \(-\text{H}\) from methanol form water, creating the ester \(\text{CH}_3\text{CH}_2\text{COOCH}_3\) (methyl propanoate).
Key Concepts
Carboxylic AcidsAlcoholsChemical Reactions
Carboxylic Acids
Carboxylic acids are organic compounds that contain the functional group \(-\text{COOH}\). This group is known as a carboxyl group, and it plays a key role in the formation of esters. Carboxylic acids can release a proton from their hydroxyl part, making them acidic. Here are some common characteristics:
- Carboxylic acids often have a sour taste and pungent smell.
- They are commonly found in vinegar (acetic acid) and various fruits.
- They participate in a variety of chemical reactions, including esterification.
Alcohols
Alcohols are organic compounds containing one or more hydroxyl groups \(-\text{OH}\). These groups are responsible for the unique properties and reactivity of alcohols. Let's take a closer look:
- Alcohols have different types based on the number of carbon atoms attached to the hydroxyl group, such as primary, secondary, and tertiary alcohols.
- They are used in a wide range of products, from beverages to industrial solvents.
- Alcohols can also participate in key chemical reactions, including esterification.
Chemical Reactions
Chemical reactions involve the transformation of substances through the breaking and forming of chemical bonds, resulting in different products. This is a central theme in chemistry, allowing us to understand the transformation processes that substances undergo. Here's what you need to know:
- Reactions are classified based on changes in the chemical structure, such as synthesis, decomposition, single-replacement, and double-replacement reactions.
- In organic chemistry, esterification is an example of a condensation reaction, where two molecules combine to form a larger product with the release of a small molecule like water.
- Reaction rates can be influenced by factors such as temperature, pressure, catalysts, and the concentration of reactants.
Other exercises in this chapter
Problem 47
Melissyl cerotate has this structural formula: CCCC(=O)OCC (a) Identify the type of compound melissyl cerotate is. (b) Write the structural formulas of the comp
View solution Problem 49
Explain why the boiling points for carboxylic acids are higher than those for alcohols with comparable numbers of electrons.
View solution Problem 51
Write the structural formula for the ester that can be produced by each reaction. (a) Formic acid \(+\) methanol (b) Butyric acid \(+\) ethanol (c) Acetic acid
View solution Problem 53
Explain why carboxylic acids are more soluble in water than are esters with the same number of electrons.
View solution