Kondensasi Aldol (Dibenzalaseton)

Mensintesis senyawa penyerap UV yang digunakan dalam tabir surya

Organic Synthesis Advanced (University) 75 menit ~$18,00

Tujuan

Sintesis dibenzalaseton melalui kondensasi aldol silang antara benzaldehida dan aseton, mendemonstrasikan pembentukan ikatan karbon-karbon.

Latar Belakang

The aldol condensation is one of the most important carbon-carbon bond-forming reactions in organic chemistry. Dibenzalacetone is formed by the double aldol condensation of benzaldehyde with acetone under basic conditions. The bright yellow product absorbs UV light and was once used in sunscreen formulations.

Peringatan Keselamatan

  • NaOH is corrosive
  • Benzaldehyde is an irritant with a strong almond odor
  • Acetone is flammable
  • Work in a fume hood

APD yang Diperlukan

goggles gloves lab_coat

Bahan

  • Benzaldehyde (5 mL)
    Fresh, not oxidized
  • Acetone (1.5 mL)
  • Sodium hydroxide (NaOH) (25 mL)
    10% solution
  • Ethanol (20 mL)
    95%
  • Distilled water (100 mL)
    Ice-cold

Peralatan

250 mL Erlenmeyer flask Buchner funnel Filter flask Vacuum pump Melting point apparatus Ice bath Magnetic stirrer

Prosedur

1

Dissolve 5 mL benzaldehyde in 20 mL ethanol in the Erlenmeyer flask.

3 menit Fume hood — benzaldehyde is an irritant
2

Add 1.5 mL acetone to the flask and stir.

2 menit
3

Slowly add 25 mL of 10% NaOH while stirring. A yellow precipitate should begin forming.

5 menit NaOH is corrosive
4

Stir the mixture at room temperature for 30 minutes.

30 menit
5

Cool the flask in an ice bath for 10 minutes to maximize crystallization.

10 menit
6

Collect the yellow crystals by vacuum filtration. Wash with cold water.

10 menit
7

Dry the product and determine the melting point (pure dibenzalacetone: 110-112°C).

10 menit
8

Calculate the percent yield.

5 menit

Hasil yang Diharapkan

Bright yellow crystals with a melting point of 109-112°C. Typical yield is 60-80%. The product absorbs UV light strongly, which can be confirmed if a UV lamp is available.

Pembersihan

Dispose of organic waste in designated containers. Neutralize NaOH waste. Rinse all glassware.

Frequently Asked Questions

What is the objective of Kondensasi Aldol (Dibenzalaseton)?
Sintesis dibenzalaseton melalui kondensasi aldol silang antara benzaldehida dan aseton, mendemonstrasikan pembentukan ikatan karbon-karbon.
How difficult is Kondensasi Aldol (Dibenzalaseton)?
This experiment is rated as Advanced (University). It takes approximately 75 minutes to complete.
What safety precautions are needed for Kondensasi Aldol (Dibenzalaseton)?
Key safety precautions include: NaOH is corrosive; Benzaldehyde is an irritant with a strong almond odor; Acetone is flammable.
What materials are needed for Kondensasi Aldol (Dibenzalaseton)?
The main materials required are: Benzaldehyde, Acetone, Sodium hydroxide (NaOH), Ethanol, Distilled water.
What results should I expect from Kondensasi Aldol (Dibenzalaseton)?
Bright yellow crystals with a melting point of 109-112°C. Typical yield is 60-80%. The product absorbs UV light strongly, which can be confirmed if a UV lamp is available.