Chapter 12: Problem 17
In which reaction aromatic aldehyde is treated with acid anhydride in presence of corresponding salt of the acid to give unsaturated acid? (a) Perkin's reaction (b) Friedal-Craft reaction (c) Wurtz reaction (d) None of these
Short Answer
Expert verified
Perkin's reaction
Step by step solution
01
Identify the Reaction
The problem is asking to identify the chemical reaction in which an aromatic aldehyde is treated with an acid anhydride in the presence of a salt derived from the same acid, resulting in the formation of an unsaturated acid. This is a specific type of organic reaction.
02
Recognize the Correct Option
Perkin's reaction involves the condensation of an aromatic aldehyde with an acid anhydride in the presence of a salt of the same acid, forming an unsaturated acid. This matches the description given in the question.
03
Eliminate Incorrect Options
Friedel-Crafts reactions involve the alkylation or acylation of aromatic rings using alkyl halides or acid chlorides, respectively, in the presence of a Lewis acid catalyst. The Wurtz reaction is used to couple two alkyl halides with sodium to give a higher alkane. Neither of these corresponds to the process described in the question.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Aromatic Aldehyde
Aromatic aldehydes are organic compounds characterized by the presence of an aldehyde group (-CHO) directly connected to an aromatic hydrocarbon ring. The aromatic ring is a stable, planar ring system with delocalized electrons, making it highly unreactive in certain types of chemical reactions. However, the aldehyde group introduces reactivity due to the polarity of the carbonyl (C=O) bond, which makes the carbon atom electrophilic, or electron-seeking.
In the context of the Perkin's reaction, the aromatic aldehyde plays a critical role as a reactant. The interaction between the electrophilic carbon atom of the aldehyde group and other reactants leads to the formation of new chemical bonds, resulting in the production of the unsaturated acid.
To improve understanding, it's important to explore the properties of common aromatic aldehydes, such as benzaldehyde. Benzaldehyde's simple structure and availability make it a commonly studied and used reactant in the Perkin reaction. The properties of the aldehyde group also affect the reaction conditions, such as the choice of solvent and temperature.
In the context of the Perkin's reaction, the aromatic aldehyde plays a critical role as a reactant. The interaction between the electrophilic carbon atom of the aldehyde group and other reactants leads to the formation of new chemical bonds, resulting in the production of the unsaturated acid.
To improve understanding, it's important to explore the properties of common aromatic aldehydes, such as benzaldehyde. Benzaldehyde's simple structure and availability make it a commonly studied and used reactant in the Perkin reaction. The properties of the aldehyde group also affect the reaction conditions, such as the choice of solvent and temperature.
Acid Anhydride
Acid anhydrides are a group of organic compounds that have two acyl groups bound to the same oxygen atom. They are typically formed from the dehydration of two carboxylic acids. Acid anhydrides are highly reactive substances that readily react with nucleophiles, including water, alcohols, and amines.
Within the scope of the Perkin's reaction, the acid anhydride serves as an acylating agent. Its role is to provide the carboxylic acid fragment that will eventually become part of the unsaturated acid product. A notable characteristic of acid anhydrides is that they often react more readily than their corresponding carboxylic acids, due to their more electrophilic nature and the better leaving group ability of the acyloxy group (-OCOR).
Within the scope of the Perkin's reaction, the acid anhydride serves as an acylating agent. Its role is to provide the carboxylic acid fragment that will eventually become part of the unsaturated acid product. A notable characteristic of acid anhydrides is that they often react more readily than their corresponding carboxylic acids, due to their more electrophilic nature and the better leaving group ability of the acyloxy group (-OCOR).
Understanding the Reactivity of Acid Anhydrides
To further grasp their behavior in chemical reactions, studying the electronic structure and the resonance stabilization of acid anhydrides can be very helpful. Their reactivity in the Perkin's reaction is highly dependent on these factors, which can also influence the outcome of the reaction.Unsaturated Acid
Unsaturated acids are carboxylic acids which contain one or more carbon-carbon double bonds within their molecular structure. These double bonds significantly alter the chemical and physical properties of these acids compared to their saturated counterparts. The presence of the double bond(s) in unsaturated acids introduces elements of geometrical isomerism and provides potential sites for chemical reactions, such as further oxidation or polymerization.
In the Perkin's reaction, the unsaturated acid is the final product. The formation of the double bond is facilitated by the elimination of a by-product during the reaction process. This characteristic feature of the mechanism is crucial in differentiating the Perkin's reaction from other syntheses involving aromatic aldehydes and carboxylic acid derivatives.
In the Perkin's reaction, the unsaturated acid is the final product. The formation of the double bond is facilitated by the elimination of a by-product during the reaction process. This characteristic feature of the mechanism is crucial in differentiating the Perkin's reaction from other syntheses involving aromatic aldehydes and carboxylic acid derivatives.