Chapter 12: Problem 136
Hydrolysis of an ester gives a carboxylic acid which on Kolbe's electrolysis yields ethane. The ester is (a) Methyl methanoate (b) Methyl propanoate (c) Ethyl methanoate (d) Methyl ethanoate
Short Answer
Expert verified
The correct ester is methyl ethanoate (d) as it produces acetic acid upon hydrolysis, which yields ethane when subjected to Kolbe's electrolysis.
Step by step solution
01
Understand the Process of Hydrolysis of an Ester
The hydrolysis of an ester generally leads to the formation of a carboxylic acid and an alcohol. Depending on the ester used, different carboxylic acids will be produced. The correct ester, when hydrolyzed, should produce a carboxylic acid that yields ethane when subjected to Kolbe's electrolysis.
02
Determine the Carboxylic Acid Needed for Ethane Production
Kolbe's electrolysis is a process typically applied to the salts of carboxylic acids, leading to the formation of an alkane with an even number of carbon atoms. To obtain ethane, a two-carbon alkane, the carboxylic acid needs to have two carbon atoms.
03
Identify the Ester that Forms the Needed Carboxylic Acid
Given that we are looking for a carboxylic acid with two carbon atoms, the correct ester will produce acetic acid (ethanoic acid) after hydrolysis. Methyl ethanoate is the ester that, upon hydrolysis, will yield ethanoic acid, which can produce ethane upon Kolbe's electrolysis.
04
Confirm the Correct Answer
From the given options, methyl ethanoate (CH3COOCH3) is the only ester that after hydrolysis gives acetic acid (CH3COOH). Acetic acid on Kolbe's electrolysis will produce ethane (C2H6). Therefore, the correct answer is methyl ethanoate.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Ester Hydrolysis
Ester hydrolysis is a fundamental chemical reaction where an ester is converted into an alcohol and a carboxylic acid. It occurs when esters react with water, a process that can be sped up by adding an acid or a base as a catalyst. For students tackling problems involving ester hydrolysis, understanding the basic mechanism is crucial.
In an acidic environment, the reaction mechanism involves the protonation of the ester oxygen, making the carbon more susceptible to attack by water molecules. In basic conditions, often referred to as saponification, the ester is deprotonated, which allows a hydroxide ion to attack the carbonyl carbon directly. The resulting products vary based on the original ester structure, but the common outcome includes a carboxylate (in basic conditions) or a carboxylic acid (in acidic conditions) and an alcohol.
In an acidic environment, the reaction mechanism involves the protonation of the ester oxygen, making the carbon more susceptible to attack by water molecules. In basic conditions, often referred to as saponification, the ester is deprotonated, which allows a hydroxide ion to attack the carbonyl carbon directly. The resulting products vary based on the original ester structure, but the common outcome includes a carboxylate (in basic conditions) or a carboxylic acid (in acidic conditions) and an alcohol.
Applications of Ester Hydrolysis
Understand that ester hydrolysis isn't just a laboratory reaction; it has real-world applications, such as in the breakdown of fats during digestion and the manufacturing of soaps from fats and lye. Knowing this helps students appreciate the practical significance of the reactions they're studying.Carboxylic Acid
Carboxylic acids are organic acids characterized by a carboxyl group (\( -COOH \)). They're a vital component in various biological systems and play a significant role in the chemical industry. For example, when a student comes across the hydrolysis of esters in a textbook, it's usually the carboxylic acid that's one of the primary focus points in the reaction.
The carboxyl group in carboxylic acids is quite reactive, making these compounds key players in numerous organic reactions. They can donate a proton (acidic behavior) and participate in esterification and amidation reactions. In the context of Kolbe's electrolysis, a specific type of carboxylic acid (with a matching number of carbon atoms) is required to produce the desired alkane.
The carboxyl group in carboxylic acids is quite reactive, making these compounds key players in numerous organic reactions. They can donate a proton (acidic behavior) and participate in esterification and amidation reactions. In the context of Kolbe's electrolysis, a specific type of carboxylic acid (with a matching number of carbon atoms) is required to produce the desired alkane.
Properties and Uses
Carboxylic acids are known for their sour taste and unpleasant odors. They have high boiling points and can form hydrogen bonds, significantly influencing their solubility and boiling points. In NEET Chemistry preparation, understanding the properties of carboxylic acids can help students predict the outcome of reactions and solve complex organic chemistry problems.Chemical Reactions in Organic Chemistry
Organic chemistry deals with a vast array of chemical reactions involving carbon-based compounds. When mastering organic chemistry, it's crucial to comprehend various types of reactions, such as addition, substitution, elimination, and rearrangement reactions.
Each reaction type follows specific rules and mechanisms which determine the products formed. For instance, in ester hydrolysis and Kolbe's electrolysis, the knowledge of nucleophilic acyl substitution and electrolytic decarboxylation is crucial, respectively. It's through understanding these reactions that students can unravel complex organic synthesis pathways and analyze reaction mechanisms.
Each reaction type follows specific rules and mechanisms which determine the products formed. For instance, in ester hydrolysis and Kolbe's electrolysis, the knowledge of nucleophilic acyl substitution and electrolytic decarboxylation is crucial, respectively. It's through understanding these reactions that students can unravel complex organic synthesis pathways and analyze reaction mechanisms.
Learning Approach
To properly grasp chemical reactions in organic chemistry, it's recommended to study reaction mechanisms step-by-step, focusing on electron movement, intermediates, and transition states. Visual learning aids, such as reaction diagrams, can also help in visualizing the process. This approach forms a key part of NEET Chemistry preparation, promoting a deeper understanding rather than rote memorization of reactions.NEET Chemistry Preparation
NEET, or the National Eligibility cum Entrance Test, is a significant exam for students aspiring to pursue a career in medicine in India. Chemistry, being one of the core subjects in the NEET syllabus, requires a strategic and thorough approach to preparation.
For an effective NEET Chemistry preparation, focusing on conceptual clarity and practical applications of chemical reactions is imperative. It involves understanding the intricacies of organic mechanisms, the reactivity of different functional groups, and the ability to solve problems methodically. Regular practice with different types of questions, including those from previous years' papers, is vital.
For an effective NEET Chemistry preparation, focusing on conceptual clarity and practical applications of chemical reactions is imperative. It involves understanding the intricacies of organic mechanisms, the reactivity of different functional groups, and the ability to solve problems methodically. Regular practice with different types of questions, including those from previous years' papers, is vital.