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How do you make dibenzalacetone?

How do you make dibenzalacetone?

Procedure:

  1. Take a conical flask add 10ml freshly distilled benzaldehyde and 20ml of acetone.
  2. Place the flask in cold water bath and then add 2.5ml sodium hydroxide drop wise with constant stirring.
  3. Maintain the temperature at 30oC.
  4. After the complete addition of sodium hydroxide stir the mixture for 2 hours.

Which of the following is used in the synthesis of dibenzalacetone?

Dibenzalacetone is readily prepared by condensation of acetone with two equivalent of benzaldehyde. The aldehyde carbonyl is more reactive than that of the ketone and therefore reacts rapidly with the anion of the the ketone to give a β-hydroxyketone, which easily undergoes base catalyzed dehydration.

Why is ethyl acetate used for the recrystallization of dibenzalacetone?

The crude dibenzalacetone may be recrystallized from hot ethyl acetate, using 100 cc. of solvent for each 40 g. Lower concentrations of base slow up the formation of the dibenzalacetone and thus favor side reactions which yield a sticky product. Higher concentrations of base give added difficulty in washing.

What reagent would be needed to prepare dibenzalacetone?

Experimental Procedure:

Compound MW Amount Needed
Acetone (reagent) 58.08 0.90 mL (use pipettor)
NaOH in H2O/EtOH2 25.0 mL
5% acetic acid/EtOH3 20.0 mL
95% Ethanol 20.0 mL

Is dibenzalacetone soluble in water?

Dibenzylideneacetone or dibenzalacetone, often abbreviated dba, is an organic compound with the formula C17H14O. It is a pale-yellow solid insoluble in water, but soluble in ethanol. Dibenzylideneacetone is used as a component in sunscreens and as a ligand in organometallic chemistry.

How do you synthesis Chalcone?

Chalcones can be prepared by an aldol condensation between benzaldehyde and acetophenone in the presence of sodium hydroxide as a catalyst. This reaction can be carried out without any solvent as a solid-state reaction.

Why is ethanol used in aldol condensation?

A. Ethanol is the solvent for the reaction. Ethanol is used to remove a proton from the carbonyl group of 3,4-dimethoxybenzaldehyde. …

What is a good solvent for crystallization?

Much of crystallization uses common laboratory solvents, such as water, alcohols, acetone, ethyl acetate, cyclohexane, and toluene; it is also wise to recall the “like dissolves like” dictum.

Is Dibenzalacetone soluble in water?

What is the Colour of Dibenzal acetone?

Pale yellow
Observation

Colour of the crystals Pale yellow
Expected Yield 4gm
Melting Point 112 oC

What is the other name of Dibenzalacetone?

Dibenzylideneacetone

Names
Preferred IUPAC name (1E,4E)-1,5-Diphenylpenta-1,4-dien-3-one
Other names Dibenzalacetone
Identifiers
CAS Number 538-58-9 non-specific 35225-79-7 (E,E) 115587-57-0 (E,Z) 58321-78-1 (Z,Z)

What is the chemical formula of Dibenzalacetone?

C17H14O
Dibenzylideneacetone/Formula

How is the synthesis of dibenzalacetone carried out?

Synthesis of Dibenzalacetone by Aldol Condensation. 1. To carry out a mixed aldol condensation reaction. 2. To study the mechanism of aldol condensation reaction. The reaction of an aldehyde with a ketone employing sodium hydroxide as the base is an example of a mixed aldol condensation reaction, the Claisen-Schmidt reaction.

How is aldol condensation used to make dibenzalacetone?

Condensation is a process which joins two or more molecules usually with the loss of a small molecule such as water or an alcohol. Aldol condensation (Claisen-Schmidt reaction) definitely is a process which join two carbonyl groups with a loss of water molecule in order to form β-hydroxyketone.

How to recrystallize dibenzalacetone as a solid?

Dibenzalacetone will crash out of the solution as a solid during the course of the reaction. Collect this solid via Hirsch filtration and wash it several times with small portions of cold water. Allow the solid to air dry by continuing to apply the vacuum for 2-3 min. Recrystallize the solid by dissolving in 2 mL of hot ethanol.

What is the molecular formula for dibenzalacetone 1Z?

PubChem CID. 1549621. Structure. Find Similar Structures. Molecular Formula. C17H14O. Synonyms. UNII-5L4OCE3E5U. (1Z,4Z)-dibenzalacetone.