Chapter 2: Problem 49
Alkanes and alkenes can be prepared by (a) Wurtz reaction (b) Williamson synthesis (c) Dehydrohalogenation (d) Kolbe's electrolysis
Short Answer
Expert verified
Alkanes can be prepared using the Wurtz reaction and Kolbe's electrolysis. Alkenes can be prepared using Dehydrohalogenation and Kolbe's electrolysis. Williamson synthesis is not suitable for the preparation of either alkanes or alkenes.
Step by step solution
01
Familiarize with each reaction
Before we classify each reaction as suitable for alkanes or alkenes preparation, we need to know what they are and the products they form:
(a) Wurtz reaction: In this reaction, two alkyl halides are reacted with Sodium metal in a dry ether solvent to form a higher alkane. This reaction is used for preparing alkanes.
(b) Williamson synthesis: It is an ether synthesis reaction. In this reaction, an alkyl halide reacts with an alcohol (or phenol) in the presence of a base to form an ether. This reaction is not used for preparing alkanes or alkenes.
(c) Dehydrohalogenation: It is a reaction in which the alkyl halide loses a hydrogen atom and a halogen atom to form an alkene. This reaction is used for preparing alkenes.
(d) Kolbe's electrolysis: In this reaction, salts of carboxylic acids are subjected to electrolysis, resulting in the formation of alkanes, alkenes, and other products.
02
Classify reactions based on the product formed
Now that we have a clear understanding of each reaction, we can classify them based on whether they form alkanes or alkenes.
(a) Wurtz reaction: As this reaction results in the formation of alkanes, it can be used for the preparation of alkanes.
(b) Williamson synthesis: This reaction forms ethers, so it cannot be used for the preparation of alkanes or alkenes.
(c) Dehydrohalogenation: This reaction results in the formation of alkenes, so it can be used for the preparation of alkenes.
(d) Kolbe's electrolysis: As this reaction can result in the formation of both alkanes and alkenes, it can be used for the preparation of alkanes and alkenes.
In conclusion, alkanes can be prepared by the Wurtz reaction and Kolbe's electrolysis. Alkenes can be prepared by Dehydrohalogenation and Kolbe's electrolysis. Williamson synthesis is not suitable for the preparation of either alkanes or alkenes.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Wurtz Reaction
The Wurtz reaction is a notable method in organic chemistry used to synthesize alkanes. It involves the reaction of two alkyl halides, which are organic compounds containing a halogen atom bonded to an aliphatic carbon, with sodium metal. This reaction takes place in the presence of dry ether as a solvent. As a result, a longer carbon chain alkane is created.
Key features of the Wurtz reaction:
Key features of the Wurtz reaction:
- The reaction is typically employed to couple two similar alkyl groups, creating a symmetrical alkane.
- It is an effective method for forming carbon-carbon single bonds.
- The reaction works best with primary alkyl halides, as secondary and tertiary halides can lead to unwanted side reactions.
Williamson Synthesis
Williamson synthesis is a well-known laboratory technique used primarily for the preparation of ethers. This process involves the reaction between an alkyl halide and an alcohol, often facilitated by a strong base like sodium or potassium hydroxide, to form an ether linkage. While it does not directly yield alkanes or alkenes, it's an essential method for forming ethers which are crucial compounds in organic chemistry.
Considerations of the Williamson Synthesis:
Considerations of the Williamson Synthesis:
- The reaction involves nucleophilic substitution, where the alkoxide ion (formed by deprotonation of the alcohol) attacks the carbon atom bound to the halogen in the alkyl halide.
- This method is highly versatile and can create both symmetrical and unsymmetrical ethers.
- It works best with primary alkyl halides to avoid elimination reactions, which occur more readily with secondary and tertiary halides.
Dehydrohalogenation
Dehydrohalogenation is a chemical reaction instrumental in forming alkenes from alkyl halides. During this process, a molecule of hydrogen halide (HX) is eliminated from the alkyl halide, forming a double bond, thus converting it into an alkene. A base is typically employed to abstract a proton, facilitating the halogen's departure.
Highlights of Dehydrohalogenation:
Highlights of Dehydrohalogenation:
- This reaction is a type of elimination reaction, where the double bond formation occurs along the carbon chain.
- Common bases used include potassium hydroxide (KOH) or sodium ethoxide (NaOEt).
- It is a stereoselective and regioselective reaction, meaning that more stable alkenes are typically the favored product.
Kolbe's Electrolysis
Kolbe's electrolysis is a fascinating electrochemical method for producing hydrocarbons, specifically both alkanes and alkenes. This process involves the electrolysis of salts derived from carboxylic acids. When these salts undergo electrolysis, the carboxylate ions discharge at the anode, decarboxylate, and form radicals. These radicals then combine to form the hydrocarbon chain.
Important aspects of Kolbe's Electrolysis include:
Important aspects of Kolbe's Electrolysis include:
- The reaction can yield both symmetrical alkanes and alkenes depending on the nature of the radicals and the conditions.
- It is an innovative method as it uses renewable electrical energy to drive the chemical reaction.
- While it can be effective, the method might lead to a mixture of different products, including dimerized acids and other side products.