تكاثف الألدول (ثنائي البنزيليدين أسيتون)
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تخليق مركب ماص للأشعة فوق البنفسجية يستخدم في واقيات الشمس
الهدف
تخليق ثنائي البنزيليدين أسيتون عبر تكاثف ألدول مختلط بين بنزالدهيد والأسيتون، مما يوضح تكوين روابط كربون-كربون.
الخلفية
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.
تحذيرات السلامة
- NaOH is corrosive
- Benzaldehyde is an irritant with a strong almond odor
- Acetone is flammable
- Work in a fume hood
معدات الوقاية الشخصية المطلوبة
المواد
-
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
المعدات
الإجراء
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.
النتائج المتوقعة
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.
التنظيف
Dispose of organic waste in designated containers. Neutralize NaOH waste. Rinse all glassware.
التفاصيل
- الفئة
- Organic Synthesis
- الصعوبة
- Advanced (University)
- المدة
- 75 دقيقة
- التكلفة التقديرية
- $18,00
- الخطوات
- 8
- المواد
- 5