I. Answer the questions given: The Aldol reaction is among the most powerful and versatile methods of carbon- carbon bond formation available to the synthetic chemist. This reaction, and its variants, have made possible the syntheses of many familiar pharmaceuticals. You will design and carry out an aldol condensation reaction between acetone and benzaldehyde to form dibenzalacetone. Answer the following: 1. Write the general reaction for this aldol condensation. 2. Which carbonyl compound is the nucleophile, and which is the electrophile? Draw out the mechanism for this reaction. Why is it called a mixed aldol condensation? 3. You will aim to prepare 2 mmoles of dibenzalacetone. You first must figure out how much of

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.62P
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I. Answer the questions given:
The Aldol reaction is among the most powerful and versatile methods of carbon- carbon bond
formation available to the synthetic chemist. This reaction, and its variants, have made possible
the syntheses of many familiar pharmaceuticals. You will design and carry out an aldol
condensation reaction between acetone and benzaldehyde to form dibenzalacetone. Answer
the following:
1. Write the general reaction for this aldol condensation.
2. Which carbonyl compound is the nucleophile, and which is the electrophile? Draw out the
mechanism for this reaction. Why is it called a mixed aldol condensation?
3. You will aim to prepare 2 mmoles of dibenzalacetone. You first must figure out how much of
acetone and benzaldehdye you will need. Do some research to fill in the table of physical
constants below, then use the molecular weights and densities you found to calculate
appropriate amounts of your starting materials. Show all calculations made.
Physical constants for the materials you will use or prepare (complete the table):
Mol. Wt. (g/mol)
density
Melting point (°C)
Acetone
Benzaldehyde
NAOH
Dibenzalacetone
Transcribed Image Text:I. Answer the questions given: The Aldol reaction is among the most powerful and versatile methods of carbon- carbon bond formation available to the synthetic chemist. This reaction, and its variants, have made possible the syntheses of many familiar pharmaceuticals. You will design and carry out an aldol condensation reaction between acetone and benzaldehyde to form dibenzalacetone. Answer the following: 1. Write the general reaction for this aldol condensation. 2. Which carbonyl compound is the nucleophile, and which is the electrophile? Draw out the mechanism for this reaction. Why is it called a mixed aldol condensation? 3. You will aim to prepare 2 mmoles of dibenzalacetone. You first must figure out how much of acetone and benzaldehdye you will need. Do some research to fill in the table of physical constants below, then use the molecular weights and densities you found to calculate appropriate amounts of your starting materials. Show all calculations made. Physical constants for the materials you will use or prepare (complete the table): Mol. Wt. (g/mol) density Melting point (°C) Acetone Benzaldehyde NAOH Dibenzalacetone
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