아세트아미노펜(파라세타몰) 조제

아마이드 결합 형성으로 진통제 합성하기

Organic Synthesis Advanced (University) 80 분 ~$18.00

목표

무수 아세트산으로 p-아미노페놀을 아세틸화하여 아세트아미노펜(파라세타몰)을 합성하고 아마이드 결합 형성을 실증한다.

배경

Acetaminophen is one of the world's most widely used over-the-counter analgesics. Its synthesis involves the reaction of p-aminophenol with acetic anhydride to form an amide bond. The reaction is selective for the amine group over the phenol group under mild conditions.

안전 경고

  • Acetic anhydride is corrosive and has a strong odor
  • p-Aminophenol can cause skin irritation
  • Do not consume the product
  • Work in a fume hood

필수 개인 보호 장비

goggles gloves lab_coat

재료

  • p-Aminophenol (1.5 g)
  • Acetic anhydride (2 mL)
    Corrosive
  • Distilled water (100 mL)
    Ice-cold for crystallization
  • Acetone (10 mL)
    For recrystallization

장비

250 mL Erlenmeyer flask Hot water bath Buchner funnel Filter flask Melting point apparatus Ice bath

실험 절차

1

Dissolve 1.5 g p-aminophenol in 15 mL distilled water in the Erlenmeyer flask. Warm gently if needed.

5 분 Handle p-aminophenol with gloves
2

Add 2 mL acetic anhydride to the solution. Stir vigorously for 10 minutes.

10 분 Fume hood — pungent vapors
3

Heat the mixture in a water bath at 70°C for 10 minutes to complete the reaction.

12 분
4

Cool the mixture in an ice bath until crystals form.

15 분
5

Collect crude product by vacuum filtration. Wash with cold water.

8 분
6

Recrystallize from hot water or acetone/water mixture. Cool slowly for larger crystals.

15 분
7

Collect purified crystals. Dry and determine melting point (pure: 168-170°C).

10 분
8

Calculate percent yield.

5 분

예상 결과

White crystalline solid with melting point 167-170°C. Typical yield is 70-85%. The product should be pure white; discoloration indicates impurities from p-aminophenol oxidation.

정리

Do not consume the product. Dispose of organic waste properly. Rinse all glassware.

세부 정보

카테고리
Organic Synthesis
난이도
Advanced (University)
소요 시간
80 분
예상 비용
$18.00
단계
8
재료
4

더 많은 실험

아세트산에틸의 피셔 에스테르화 90 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 알돌 축합(디벤잘아세톤) 75 min 나일론 6,10 합성(나일론 로프 트릭) 30 min 슬라임 합성(가교 PVA) 20 min

Frequently Asked Questions

What is the objective of 아세트아미노펜(파라세타몰) 조제?
무수 아세트산으로 p-아미노페놀을 아세틸화하여 아세트아미노펜(파라세타몰)을 합성하고 아마이드 결합 형성을 실증한다.
How difficult is 아세트아미노펜(파라세타몰) 조제?
This experiment is rated as Advanced (University). It takes approximately 80 minutes to complete.
What safety precautions are needed for 아세트아미노펜(파라세타몰) 조제?
Key safety precautions include: Acetic anhydride is corrosive and has a strong odor; p-Aminophenol can cause skin irritation; Do not consume the product.
What materials are needed for 아세트아미노펜(파라세타몰) 조제?
The main materials required are: p-Aminophenol, Acetic anhydride, Distilled water, Acetone.
What results should I expect from 아세트아미노펜(파라세타몰) 조제?
White crystalline solid with melting point 167-170°C. Typical yield is 70-85%. The product should be pure white; discoloration indicates impurities from p-aminophenol oxidation.