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Ethanol (ethyl alcohol), \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH},\) can act as a Br酶nsted-Lowry acid. Write the chemical equation for the reaction of ethanol as an acid with hydroxide ion, \(\mathrm{OH}^{-}\). Ethanol can also react as a Br酶nsted-Lowry base. Write the chemical equation for the reaction of ethanol as a base with hydronium ion, \(\mathrm{H}_{3} \mathrm{O}^{+} .\) Explain how you arrived at these chemical equations. Both of these reactions can also be considered Lewis acid-base reactions. Explain this.

Short Answer

Expert verified
1) Ethanol donates a proton to OH鈦, forming H鈧侽 and CH鈧僀H鈧侽鈦. 2) Ethanol accepts a proton from H鈧僌鈦, forming CH鈧僀H鈧侽H鈧傗伜 and H鈧侽. 3) Both are Lewis acid-base reactions involving electron pair donation.

Step by step solution

01

Understand the Br酶nsted-Lowry Acid

In the Br酶nsted-Lowry theory, acids are proton donors. Ethanol, \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}\), can donate a proton \((\mathrm{H}^+)\) to a base. In this case, the base is hydroxide ion, \(\mathrm{OH}^{-}\).
02

Write The Equation as an Acid

Ethanol donates a proton to \(\mathrm{OH}^{-}\), forming water \((\mathrm{H}_2\mathrm{O})\) and the ethoxide ion \((\mathrm{CH}_3\mathrm{CH}_2\mathrm{O}^-)\). The equation is: \[ \mathrm{CH}_3\mathrm{CH}_2\mathrm{OH} + \mathrm{OH}^- \rightarrow \mathrm{CH}_3\mathrm{CH}_2\mathrm{O}^- + \mathrm{H}_2\mathrm{O} \]
03

Understand the Br酶nsted-Lowry Base

Similarly, bases are proton acceptors. Ethanol can accept a proton from the hydronium ion \((\mathrm{H}_3\mathrm{O}^+)\).
04

Write The Equation as a Base

Ethanol accepts a proton \((\mathrm{H}^+)\) from \(\mathrm{H}_3\mathrm{O}^+\), forming water \((\mathrm{H}_2\mathrm{O})\) and the protonated ethanol \((\mathrm{CH}_3\mathrm{CH}_2\mathrm{OH}_2^+)\). The chemical equation is: \[ \mathrm{CH}_3\mathrm{CH}_2\mathrm{OH} + \mathrm{H}_3\mathrm{O}^+ \rightarrow \mathrm{CH}_3\mathrm{CH}_2\mathrm{OH}_2^+ + \mathrm{H}_2\mathrm{O} \]
05

Lewis Acid-Base Reaction Explanation

In Lewis theory, acids are electron pair acceptors and bases are electron pair donors. In the first equation, \(\mathrm{OH}^-\) donates an electron pair to form a bond with the hydrogen that becomes \(\mathrm{H}_2\mathrm{O}\). In the second equation, \(\mathrm{CH}_3\mathrm{CH}_2\mathrm{OH}\) donates an electron pair to a proton from \(\mathrm{H}_3\mathrm{O}^+\). Both reactions involve the donation of electron pairs, illustrating their nature as Lewis acid-base reactions.

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Key Concepts

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

Acid-Base Reactions
Acid-base reactions are a fundamental class of chemical reactions and crucial to many chemical processes. The Br酶nsted-Lowry theory provides a clear explanation for these reactions. According to this theory:
  • Acids are substances that donate protons (\(\text{H}^+\)
  • Bases are substances that accept protons.
Ethanol (\(\text{CH}_3\text{CH}_2\text{OH}\)) can act as both an acid and a base, showcasing its versatile chemical nature.

When ethanol acts as a Br酶nsted-Lowry acid, it donates a proton to the hydroxide ion (\(\text{OH}^-\)). This results in the formation of water (H2O) and the ethoxide ion (\(\text{CH}_3\text{CH}_2\text{O}^-\)), as seen in the equation: \[ \text{CH}_3\text{CH}_2\text{OH} + \text{OH}^- \rightarrow \text{CH}_3\text{CH}_2\text{O}^- + \text{H}_2\text{O} \]

Conversely, when ethanol takes on the role of a base, it accepts a proton from the hydronium ion (\(\text{H}_3\text{O}^+\)), forming water and the protonated form of ethanol (\(\text{CH}_3\text{CH}_2\text{OH}_2^+\)): \[ \text{CH}_3\text{CH}_2\text{OH} + \text{H}_3\text{O}^+ \rightarrow \text{CH}_3\text{CH}_2\text{OH}_2^+ + \text{H}_2\text{O} \]

Understanding these equations is essential to comprehend how versatile molecules like ethanol participate in different acid-base reactions.
Ethanol Reactions
Ethanol is a simple alcohol molecule commonly found in alcoholic drinks, but it also has versatile chemical properties that allow it to participate in various reactions. In this context, ethanol can function as both a Br酶nsted-Lowry acid and a base, depending on its reaction partners.

As an acid, ethanol donates a proton, transforming it into the ethoxide ion (\(\text{CH}_3\text{CH}_2\text{O}^-\)). This reaction highlights ethanol's ability to give away a proton to a sufficiently strong base, such as the hydroxide ion (\(\text{OH}^-\)).

In reactions where ethanol behaves as a base, it accepts a proton, leading to the formation of protonated ethanol (\(\text{CH}_3\text{CH}_2\text{OH}_2^+\)). This occurs in the presence of strong acids like the hydronium ion (\(\text{H}_3\text{O}^+\)), demonstrating ethanol's adaptability in different chemical environments.

These properties make ethanol not only a useful organic solvent but also an important chemical reagent in synthesis and other chemical reactions.
Lewis Acid-Base Theory
The Lewis acid-base theory complements the Br酶nsted-Lowry concept by focusing on the role of electron pairs in reactions. Unlike Br酶nsted-Lowry theory, which centers on protons, Lewis theory defines:
  • Acids as electron pair acceptors.
  • Bases as electron pair donors.
This definition broadens the range of acid-base reactions, including those that do not involve protons.

In the case of ethanol:
  • When ethanol acts as an acid in Lewis terms, it accepts a pair of electrons from the hydroxide ion (\(\text{OH}^-\)), highlighting its ability to form bonds through electron pair transactions.
  • When acting as a base, ethanol donates an electron pair to the hydrogen in the hydronium ion (\(\text{H}_3\text{O}^+\)), illustrating a Lewis base behavior.


Thus, the concept of electron pair donation and acceptance enriches the understanding of chemical reactions involving ethanol, bridging the gap between how substances interact beyond just proton transactions. This makes the Lewis acid-base theory a powerful tool in modern chemistry, providing insights into reactions that the Br酶nsted-Lowry model might not fully explain.

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Most popular questions from this chapter

Aluminum chloride, \(\mathrm{AlCl}_{3}\), reacts with trimethylamine, \(\mathrm{N}\left(\mathrm{CH}_{3}\right)_{3} .\) What would you guess to be the product of this reaction? Explain why you think so. Describe the reaction in terms of one of the acid-base concepts. Write an appropriate equation to go with this description. Which substance is the acid according to this acid-base concept? Explain.

Saccharin, \(\mathrm{HC}_{7} \mathrm{H}_{4} \mathrm{NO}_{3} \mathrm{~S}\), is a well-known sweetener. It is a weak acid, and as the sweetener, it is generally supplied as the sodium salt. Here is the structural formula for the saccharin molecule. From the structural formula, decide which \(\mathrm{H}\) atom is acidic. What is the basis for your decision.

Order each of the following pairs by acid strength, giving the weaker acid first. Explain your answer. a \(\mathrm{HNO}_{3}, \mathrm{HNO}_{2}\) \(\mathrm{b} \mathrm{HCO}_{3}^{-}, \mathrm{H}_{2} \mathrm{CO}_{3}\) c \(\mathrm{H}_{2} \mathrm{~S}, \mathrm{H}_{2} \mathrm{Te}\) d \(\mathrm{HCl}, \mathrm{H}_{2} \mathrm{~S}\) e \(\mathrm{H}_{3} \mathrm{PO}_{4}, \mathrm{H}_{3} \mathrm{AsO}_{4}\)

A 2.500 -g sample of a mixture of sodium carbonate and sodium chloride is dissolved in \(25.00 \mathrm{~mL}\) of \(0.798 \mathrm{M}\) \(\mathrm{HCl}\). Some acid remains after the treatment of the sample. a) Write the net ionic equation for the complete reaction of sodium carbonate with hydrochloric acid. b) If \(28.7 \mathrm{~mL}\) of \(0.108 \mathrm{M} \mathrm{NaOH}\) were required to titrate the excess hydrochloric acid, how many moles of sodium carbonate were present in the original sample? c) What is the percent composition of the original sample?

Which of the following \(\mathrm{pH}\) values indicate an acidic solution at \(25^{\circ} \mathrm{C} ?\) Which are basic and which are neutral? a) 4.6 b)7.0 c) 1.6 d) 10.5

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