The reaction is acetone and benzaldehyde react to make dibezalacetone, and the question is what would...

The reaction is acetone and benzaldehyde react to make dibezalacetone, and the question is what would you do to choose a good developing solvent for TLC?

Expert Solution

The reaction between acetone and benzaldehyde results in the formation of dibenzalacetone.

To run the TLC, generally 'normal phase' is preferred. In the normal phase silica gel is used as a stationary phase. The network of Si-O bond and O-H functional group on the surface make the stationary phase more polar. The mobile phase in this case is non-polar.

In above reaction, benzaldehyde is polar starting material whereas acetone is non-polar starting material. Diabenzylacetone is non-polar due to its symmetry. However, presence of C=O exhibits little polarity. Thus non-polar solvent like n-hexane can be used as a solvent for the TLC. Here, diabezylacetone is non-polar thus required some polar solvent to get Rf value for the same. In only n-hexane, TLC won't developed. Thus it is necessary to add little polar solvent like ethyl acetate in the n-hexane. Thus 10% ethyl acetate and 90% n-hexane could be a good developing solvent for TLC of above reaction.

queen_honey_blossom answered 2 years ago

Why is benzaldehyde + acetone synthetically useful whereas acetaldehyde + acetone would give a complicated mixture...

Why is benzaldehyde + acetone synthetically useful whereas acetaldehyde + acetone would give a complicated mixture in synthesize dibenzalacetone from benzaldehyde and acetone using the important “Aldol condensation” reaction (carbon-carbon coupling) on the microscale:

1.In today experiment you will perform the aldol condensation between benzaldehyde (PhCHO) and acetone to synthesize...

1.In today experiment you will perform the aldol condensation between benzaldehyde (PhCHO) and acetone to synthesize dibenzalacetone. Answer the following questions regarding this reaction: a.This reaction is an example of a mixed aldol condensation. Why is only one product formed and no mixture of compounds are obtained like in other aldol condensations? (Hint: Benzaldehyde cannot undergo “ALDOL” reaction by itself in presence of strong base (NaOH). Why?) b.Look at the mmols of the reagents used in this reaction and specify...

Imine formation with the reaction of aniline with benzaldehyde. Draw mechanism.

In a reaction involving the ionization of acetone, the following reaction reaction mixture was used: 5.00mL...

In a reaction involving the ionization of acetone, the following reaction reaction mixture was used: 5.00mL 4.0M acetone, 5.00mL 1.00M HCl, 5.00mL 0.0050M 12 and 10.0mL water. 1. what was the molarity of the acetone in the reaction mixture? (recall that M1 x V1 = M2V2) 2. the color of the above reaction mixture disappeared in 250 seconds. what was the rate of the reaction? (hint: first dertimine the initial concentration of the iodine)

given the reaction: Reaction of Dimedone and Benzaldehyde (2 Part) overview Part 1: Using a Pasteur...

given the reaction: Reaction of Dimedone and Benzaldehyde (2 Part) overview Part 1: Using a Pasteur pipet, add 0.2 g of benzaldehyde to 50 mL Erlenmeyer flask. 2. Add 8 mL of 1:1 ethanol/water and swirl the flask to mix the content. 3. Add 0.6 g of dimedone and 3 drops of piperidine, and 2-3 boiling chips 4. Boil gently for 5 min on a hot plate 6. at the end of 5 minutes let the mixture cool, followed by...

Benzaldehyde is produced from toluene in the catalytic reaction: C6H5CH3 + O2 -> C6H5CHO + H2O...

Benzaldehyde is produced from toluene in the catalytic reaction: C6H5CH3 + O2 -> C6H5CHO + H2O (1) C6H5CH3 + 9O2 -> 7CO2 + 4H2O (2) Dry air and toluene vapor are mixed and fed to the reactor at 350F and 1 atm . Air is supplied in 100% excess. Of the toluene fed to the reactor, 13% reacts to form benzaldehyde and 0.5% reacts with O2 to produce CO2 and H2O. The product gases leave the reactor at 379F and...

1. What minimum concentration of Sn2+ would be necessary to make the following reaction spontaneous at...

1. What minimum concentration of Sn2+ would be necessary to make the following reaction spontaneous at 25°C if [Pb2+] = 1.0 M? Pb(s) + Sn2+(aq) → Pb2+(aq) + Sn(s) 1.1 M 0.46 M 2.2 M 1.5 M 0.68 M 2. A spoon was silver-plated electrolytically in a AgNO3 solution. If 0.750 g of Ag was deposited on the spoon at a constant current of 20.0 mA, how long (in hours) did the electrolysis take? (1 mA = 1x10–3 A) 5.92...

In this laboratory, dibenzalacetone is obtained from the reaction: benzalaldehyde + acetone. This process is a...

In this laboratory, dibenzalacetone is obtained from the reaction: benzalaldehyde + acetone. This process is a cross aldol condensation and is characterized by the following order of reactions: a. Enolate formation, obtaining the aldol product and elimination b. obtaining the aldol product, formation of the enolate and elimination c. Enolate formation, elimination and obtaining the aldol product d.elimination, obtaining aldol product and formation of enolate

The solvent for an organic reaction is prepared by mixing 50.0 of acetone () with 61.0...

The solvent for an organic reaction is prepared by mixing 50.0 of acetone () with 61.0 of ethyl acetate (). This mixture is stored at 25.0 . The vapor pressure and the densities for the two pure components at 25.0 are given in the following table. What is the vapor pressure of the stored mixture?

Make a flow chart of the purification scheme for the following scenario. 7. Benzaldehyde is used...

Make a flow chart of the purification scheme for the following scenario. 7. Benzaldehyde is used as the starting material for the synthesis of cinnamic acid. An organic chemistrystudent had made the mistake of stopping the reaction before it was complete and ended up with a mixture ofbenzaldehyde and cinnamic acid. Purify the cinnamic acid. Provide data to show your compound is pure.

Question