Ngưng Tụ Aldol (Dibenzalaxeton)

Tổng hợp hợp chất hấp thụ UV dùng trong kem chống nắng

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

Mục tiêu

Tổng hợp dibenzalaxeton qua ngưng tụ aldol chéo giữa benzandehit và axeton, minh họa sự hình thành liên kết cacbon-cacbon.

Bối cảnh

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.

Cảnh báo an toàn

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

PPE cần thiết

goggles gloves lab_coat

Vật liệu

  • 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

Thiết bị

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

Quy trình

1

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

3 phút Fume hood — benzaldehyde is an irritant
2

Add 1.5 mL acetone to the flask and stir.

2 phút
3

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

5 phút NaOH is corrosive
4

Stir the mixture at room temperature for 30 minutes.

30 phút
5

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

10 phút
6

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

10 phút
7

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

10 phút
8

Calculate the percent yield.

5 phút

Kết quả dự kiến

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.

Dọn dẹp

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

Frequently Asked Questions

What is the objective of Ngưng Tụ Aldol (Dibenzalaxeton)?
Tổng hợp dibenzalaxeton qua ngưng tụ aldol chéo giữa benzandehit và axeton, minh họa sự hình thành liên kết cacbon-cacbon.
How difficult is Ngưng Tụ Aldol (Dibenzalaxeton)?
This experiment is rated as Advanced (University). It takes approximately 75 minutes to complete.
What safety precautions are needed for Ngưng Tụ Aldol (Dibenzalaxeton)?
Key safety precautions include: NaOH is corrosive; Benzaldehyde is an irritant with a strong almond odor; Acetone is flammable.
What materials are needed for Ngưng Tụ Aldol (Dibenzalaxeton)?
The main materials required are: Benzaldehyde, Acetone, Sodium hydroxide (NaOH), Ethanol, Distilled water.
What results should I expect from Ngưng Tụ Aldol (Dibenzalaxeton)?
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.