8. The Aldol condensation reaction can be used to synthesize an ingredient commonly found in commercially...
8. The Aldol condensation reaction can be used to synthesize an ingredient commonly found in commercially available sunscreens. The procedure for this reaction is given below.
Benzaldehyde (3.0 mL) and acetone (1.0 mL) are combined in a 25.0 mL round bottom flask. 2.5 M NaOH(aq) (1.4 mL) was then added, and the reaction was stirred for 30 minutes at room temperature. The resulting precipitate was isolated, and recrystallized using ethanol. The isolated yield of the target product was 2.68 g, and the experimental melting point was 110 oC. (Note: The target product has a molecular weight of 234.29 g/mol).
A) What is the complete mechanism for the reaction described above?
B)How many equivalents of benzaldehyde are used in this reaction?
C)How many equivalents of acetone are used in this reaction?
D)How many equivalents of NaOH(aq) are used in this reaction?
E)What is the overall experimental yield?
Homework Answers
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8. The Aldol condensation reaction can be used to synthesize an
ingredient commonly found in commercially...
Assume during the reaction of aldol condensation (the experiment that you performed in the lab), there...
Assume during the reaction of aldol condensation (the experiment that you performed in the lab), there is a contamination of acetaldehyde in one of the reagent bottle, predict how many products are going to be formed, show the chemical structure of all the predicted products. Reagent Bottle contains: 2 mL of 3 M NaOH solution, 1.6 mL of 95% EtOH and 0.212 g of benzaldehyde. Acetone is to be added.
Postlab Assignment for Minilab 34 “Preparation of Aldol Condensation Produ...
Postlab Assignment for Minilab 34 “Preparation of Aldol Condensation Products” 1. Explain why benzaldehyde is expected to be the most reactive aldehyde among the three aldehydes used in this experiment. (used benzaldehyde, 4-methylbenzaldehyde, and 4-methoxybenzaldehyde) 2. What is the role of aqueous NaOH used in the experiment you carried out? 3. How would you change the procedures in this experiment if you wished to synthesize benzalacetophenone (C6H5CH=CHCOC6H5). Just indicate the two main organic starting materials. 4. Write a mechanism for...
1. In the introduction the crossed-adol condensation reaction to produce dibenzalacetone is discussed. This reaction require...
1. In the introduction the crossed-adol condensation reaction to
produce dibenzalacetone is discussed. This reaction require 1
equivalent of acetone for every 2 equivalents of benzaldehyde to
produce the desired product. What side product would you expect if
not enough acetone was used?
2. What reagents and in what equivalent would you use to synthesize
benzalacetophenone?
3. How would you synthesize 2-ethylhex-2-en-1-ol from
butanal?
4. Draw the resonance structure for the following enolate
ions:
1. In the introduction the crossed-adol...
Experimental Outline In its simplest form, the aldol condensation is a self-addition involving tw...
Organic Chemistry 2
Experimental Outline In its simplest form, the aldol condensation is a self-addition involving two molecules of the same aldehyde or ketone, in the presence of a base, and results in the formation of a new carbon-carbon bond joining the carbonyl carbon of one molecule to the a-position of the second. In many cases - if the reaction conditions aren't sufficiently mild - the initially formed aldol product reacts further in an elimination reaction to give what is...
8 2 H NaOH Еюн 5 benzaldehyde d 1.044 acetone d0.791 When doing part B of the reaction for lab, how many grams of b...
8 2 H NaOH Еюн 5 benzaldehyde d 1.044 acetone d0.791 When doing part B of the reaction for lab, how many grams of benzaldehyde (#4) would you need if you are trying to make a maximum theoretical yield of 15 grams of dibenzalacetone (#6)? Acetone: density 0.791 g/mL and molar mass 58.08 grams/mole Benzaldehyde: density 1.044 g/mL and molar mass 106.12 grams/mole Dibenzalacetone: molar mass = 234.29 grams/mole Enter answer.... со
Question 8 1 pts NAOH BOHO acetone d 0.791 benzaldehyde d 1.044 When doing part of...
Question 8 1 pts NAOH BOHO acetone d 0.791 benzaldehyde d 1.044 When doing part of the reaction for lab, how many grams of benzaldehyde (#4) would you need if you are trying to make a maximum theoretical yield of 10 grams of dibenzalacetone (#6)? Acetone: density = 0.791 g/mL and molar mass = 58.08 grams/mole Benzaldehyde: density - 1.044 g/mL and molar mass = 106.12 grams/mole Dibenzalacetone: molar mass = 234.29 grams/mole
what is the theoretical yield of anisalacetophenone and dibenzalacetone formed? thank you. The Aldol Condensation Precautions:...
what is the theoretical yield of anisalacetophenone and
dibenzalacetone formed? thank you.
The Aldol Condensation Precautions: Acetone, ethanol and acetophenone are flammable; work in a fume hood. Sodium hydroxide is a strong base and can cause severe skin burns and eye damage. Safety goggles are required. Gloves are recommended. Purpose To carry out two Aldol condensation reactions in which no heat is needed to obtain the condensation product. The two reactions differ in the number of enolizable protons at the...
Please refer to the Aldol Condensation experiment in your lab manual (page 89) • Calculate the...
Please refer to the Aldol Condensation experiment in your lab manual (page 89) • Calculate the amounts of all chemicals needed in measurable amounts (i.e. grams or milliliters rather than moles.) • Determine the theoretical yield for the reaction. Mixture A: Prepare a solution of 5g of sodium hydroxide dissolved in Du and 40ml of ethanol at room temperature in a 250 ml Erlenmeyer flask. Mixture B: Mix 5.1 ml(5.31 g) of benzaldehyde (MW 106 g/mol; d = 1.04 g/ml)...
QUESTION 33 2 points ($18.7) What is the product of the following crossed aldol condensation? (Complete...
QUESTION 33 2 points ($18.7) What is the product of the following crossed aldol condensation? (Complete aldol reactions using two different aldehydes or ketones.) Reagents: acetyl aldehyde + p-chlorobenzaldehyde (no alpha hydrogen) + NaOH a strong base + H20 and heat.) HOA o oo QUESTION 34 2 points (518.7) Which compound, in a reaction with the ketone below, would produce the fewest side products? (Identify which aldol reactions will proceed in high yield). Reagents: starting material acetone + (1) NaOH...
Discuss how microwave irradiation was used to accelerate the reaction of intramolecular aldol condensation of 2,5-hexanedione...
Discuss how microwave irradiation was used to accelerate the reaction of intramolecular aldol condensation of 2,5-hexanedione using 0.05 M NaOH.
1. In the introduction the crossed-adol condensation reaction to
produce dibenzalacetone is discussed. This reaction require 1
equivalent of acetone for every 2 equivalents of benzaldehyde to
produce the desired product. What side product would you expect if
not enough acetone was used?
2. What reagents and in what equivalent would you use to synthesize
benzalacetophenone?
3. How would you synthesize 2-ethylhex-2-en-1-ol from
butanal?
4. Draw the resonance structure for the following enolate
ions:
1. In the introduction the crossed-adol...
Organic Chemistry 2
Experimental Outline In its simplest form, the aldol condensation is a self-addition involving two molecules of the same aldehyde or ketone, in the presence of a base, and results in the formation of a new carbon-carbon bond joining the carbonyl carbon of one molecule to the a-position of the second. In many cases - if the reaction conditions aren't sufficiently mild - the initially formed aldol product reacts further in an elimination reaction to give what is...
8 2 H NaOH Еюн 5 benzaldehyde d 1.044 acetone d0.791 When doing part B of the reaction for lab, how many grams of benzaldehyde (#4) would you need if you are trying to make a maximum theoretical yield of 15 grams of dibenzalacetone (#6)? Acetone: density 0.791 g/mL and molar mass 58.08 grams/mole Benzaldehyde: density 1.044 g/mL and molar mass 106.12 grams/mole Dibenzalacetone: molar mass = 234.29 grams/mole Enter answer.... со
Question 8 1 pts NAOH BOHO acetone d 0.791 benzaldehyde d 1.044 When doing part of the reaction for lab, how many grams of benzaldehyde (#4) would you need if you are trying to make a maximum theoretical yield of 10 grams of dibenzalacetone (#6)? Acetone: density = 0.791 g/mL and molar mass = 58.08 grams/mole Benzaldehyde: density - 1.044 g/mL and molar mass = 106.12 grams/mole Dibenzalacetone: molar mass = 234.29 grams/mole
what is the theoretical yield of anisalacetophenone and
dibenzalacetone formed? thank you.
The Aldol Condensation Precautions: Acetone, ethanol and acetophenone are flammable; work in a fume hood. Sodium hydroxide is a strong base and can cause severe skin burns and eye damage. Safety goggles are required. Gloves are recommended. Purpose To carry out two Aldol condensation reactions in which no heat is needed to obtain the condensation product. The two reactions differ in the number of enolizable protons at the...
Please refer to the Aldol Condensation experiment in your lab manual (page 89) • Calculate the amounts of all chemicals needed in measurable amounts (i.e. grams or milliliters rather than moles.) • Determine the theoretical yield for the reaction. Mixture A: Prepare a solution of 5g of sodium hydroxide dissolved in Du and 40ml of ethanol at room temperature in a 250 ml Erlenmeyer flask. Mixture B: Mix 5.1 ml(5.31 g) of benzaldehyde (MW 106 g/mol; d = 1.04 g/ml)...
QUESTION 33 2 points ($18.7) What is the product of the following crossed aldol condensation? (Complete aldol reactions using two different aldehydes or ketones.) Reagents: acetyl aldehyde + p-chlorobenzaldehyde (no alpha hydrogen) + NaOH a strong base + H20 and heat.) HOA o oo QUESTION 34 2 points (518.7) Which compound, in a reaction with the ketone below, would produce the fewest side products? (Identify which aldol reactions will proceed in high yield). Reagents: starting material acetone + (1) NaOH...
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