아스피린(아세틸살리실산) 합성
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세계에서 가장 흔한 약 중 하나 만들기
목표
무수 아세트산으로 살리실산을 아세틸화하여 아스피린(아세틸살리실산)을 합성하고, 녹는점 측정으로 순도를 평가한다.
배경
Aspirin synthesis is a classic organic chemistry experiment. Salicylic acid reacts with acetic anhydride in the presence of a phosphoric acid catalyst to form acetylsalicylic acid and acetic acid. The product is purified by recrystallization and verified by melting point (135°C for pure aspirin).
안전 경고
- Acetic anhydride is corrosive and has a pungent odor — work in fume hood
- Phosphoric acid is corrosive
- Do not consume the synthesized aspirin
- Wear gloves and goggles
필수 개인 보호 장비
재료
-
Salicylic acid (2 g)
-
Acetic anhydride (5 mL)Corrosive, pungent
-
Phosphoric acid (H₃PO₄) (5 drops)85%, catalyst
-
Distilled water (100 mL)Ice-cold for crystallization
-
Ethanol (10 mL)For recrystallization
장비
실험 절차
Weigh 2.0 g of salicylic acid into the Erlenmeyer flask. Record the exact mass.
In a fume hood, add 5 mL of acetic anhydride and 5 drops of phosphoric acid catalyst.
Heat the flask in a water bath at 70-80°C for 15 minutes, swirling occasionally.
Remove from heat and carefully add 20 mL of cold water to decompose excess acetic anhydride.
Cool the flask in an ice bath until crystals form. Scratch the flask wall with a glass rod to initiate crystallization.
Collect the crude product by vacuum filtration using the Buchner funnel. Wash with cold water.
Recrystallize: dissolve the crude product in 5 mL warm ethanol, add 15 mL warm water, then cool slowly in ice bath.
Collect purified crystals by vacuum filtration. Dry and determine the melting point.
Calculate the percent yield. Pure aspirin melts at 135°C.
예상 결과
White needle-like crystals with a melting point of 134-136°C (pure aspirin is 135°C). Typical yield is 70-90%. A depressed or broad melting range indicates impurities (likely unreacted salicylic acid).
정리
Dispose of organic waste in designated containers. Do not consume the product. Rinse all glassware.
세부 정보
- 카테고리
- Organic Synthesis
- 난이도
- Advanced (University)
- 소요 시간
- 90 분
- 예상 비용
- $15.00
- 단계
- 9
- 재료
- 5