what the reaction of benzaldehyde and acetone to yield dibenzalacetone called aldolcondensation? include references

1 answer

The reaction of benzaldehyde and acetone to yield dibenzalacetone is indeed referred to as an aldol condensation. In this reaction, benzaldehyde acts as an aldehyde, while acetone is a ketone. The process involves two key steps: aldol addition followed by dehydration.

Mechanism Overview:

  1. Aldol Addition: Under basic conditions, acetone forms an enolate ion, which then nucleophilically attacks the carbonyl carbon of benzaldehyde. This leads to the formation of a β-hydroxy ketone intermediate, known as an aldol.

  2. Dehydration: The β-hydroxy ketone undergoes dehydration, losing a molecule of water to form dibenzalacetone, an unsaturated ketone.

Reaction Equation:

The overall reaction can be summarized as follows:

\[ 2 \text{C}_6\text{H}_5\text{CHO} + \text{C}3\text{H}6\text{O} \rightarrow \text{C}{15}\text{H}{14}\text{O} + \text{H}_2\text{O} \]

Where:

  • \(\text{C}_6\text{H}_5\text{CHO}\): Benzaldehyde
  • \(\text{C}_3\text{H}_6\text{O}\): Acetone
  • \(\text{C}{15}\text{H}{14}\text{O}\): Dibenzalacetone

References:

  1. Organic Chemistry Textbooks: This reaction is often covered in standard organic chemistry textbooks, such as:

    • Morrison, R. T., & Boyd, R. N. (2015). Organic Chemistry (7th ed.). Pearson.
    • Wade, L. G. (2017). Organic Chemistry (9th ed.). Pearson.
  2. Peer-Reviewed Articles: The specific details and conditions for performing aldol condensation reactions can be found in various organic chemistry research articles.

  3. Online Educational Resources: Websites like Khan Academy and Organic Chemistry Wiki provide illustrative examples and explanations of aldol condensation:

This reaction is a classic example frequently studied in organic chemistry, and it illustrates important principles of reactivity and bond formation.