Ngưng Tụ Aldol (Dibenzalaxeton)
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Tổng hợp hợp chất hấp thụ UV dùng trong kem chống nắng
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
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
Quy trình
Dissolve 5 mL benzaldehyde in 20 mL ethanol in the Erlenmeyer flask.
Add 1.5 mL acetone to the flask and stir.
Slowly add 25 mL of 10% NaOH while stirring. A yellow precipitate should begin forming.
Stir the mixture at room temperature for 30 minutes.
Cool the flask in an ice bath for 10 minutes to maximize crystallization.
Collect the yellow crystals by vacuum filtration. Wash with cold water.
Dry the product and determine the melting point (pure dibenzalacetone: 110-112°C).
Calculate the percent yield.
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.
Chi tiết
- Danh mục
- Organic Synthesis
- Độ khó
- Advanced (University)
- Thời gian
- 75 phút
- Chi phí ước tính
- $18,00
- Số bước
- 8
- Vật liệu
- 5