알돌 축합(디벤잘아세톤)

자외선 차단제에 사용되는 UV 흡수 화합물 합성하기

Organic Synthesis Advanced (University) 75 분 ~$18.00

목표

벤즈알데히드와 아세톤의 교차 알돌 축합으로 디벤잘아세톤을 합성하고, 탄소-탄소 결합 형성을 실증한다.

배경

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.

안전 경고

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

필수 개인 보호 장비

goggles gloves lab_coat

재료

  • 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

장비

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

실험 절차

1

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

3 분 Fume hood — benzaldehyde is an irritant
2

Add 1.5 mL acetone to the flask and stir.

2 분
3

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

5 분 NaOH is corrosive
4

Stir the mixture at room temperature for 30 minutes.

30 분
5

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

10 분
6

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

10 분
7

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

10 분
8

Calculate the percent yield.

5 분

예상 결과

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.

정리

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

세부 정보

카테고리
Organic Synthesis
난이도
Advanced (University)
소요 시간
75 분
예상 비용
$18.00
단계
8
재료
5

더 많은 실험

아세트산에틸의 피셔 에스테르화 90 min 아세트아미노펜(파라세타몰) 조제 80 min 아스피린(아세틸살리실산) 합성 90 min 루미놀 합성 120 min 식물성 기름에서 바이오디젤 생산 60 min 비누화 반응으로 비누 만들기 60 min 차에서 카페인 추출 90 min 바나나 오일(아세트산이소아밀) 합성 90 min 나일론 6,10 합성(나일론 로프 트릭) 30 min 슬라임 합성(가교 PVA) 20 min

Frequently Asked Questions

What is the objective of 알돌 축합(디벤잘아세톤)?
벤즈알데히드와 아세톤의 교차 알돌 축합으로 디벤잘아세톤을 합성하고, 탄소-탄소 결합 형성을 실증한다.
How difficult is 알돌 축합(디벤잘아세톤)?
This experiment is rated as Advanced (University). It takes approximately 75 minutes to complete.
What safety precautions are needed for 알돌 축합(디벤잘아세톤)?
Key safety precautions include: NaOH is corrosive; Benzaldehyde is an irritant with a strong almond odor; Acetone is flammable.
What materials are needed for 알돌 축합(디벤잘아세톤)?
The main materials required are: Benzaldehyde, Acetone, Sodium hydroxide (NaOH), Ethanol, Distilled water.
What results should I expect from 알돌 축합(디벤잘아세톤)?
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.