تكاثف الألدول (ثنائي البنزيليدين أسيتون)

تخليق مركب ماص للأشعة فوق البنفسجية يستخدم في واقيات الشمس

Organic Synthesis Advanced (University) 75 دقيقة ~$18,00

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

goggles gloves lab_coat

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

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

الإجراء

1

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

3 دقيقة Fume hood — benzaldehyde is an irritant
2

Add 1.5 mL acetone to the flask and stir.

2 دقيقة
3

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

5 دقيقة NaOH is corrosive
4

Stir the mixture at room temperature for 30 minutes.

30 دقيقة
5

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

10 دقيقة
6

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

10 دقيقة
7

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

10 دقيقة
8

Calculate the percent yield.

5 دقيقة

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.

Frequently Asked Questions

What is the objective of تكاثف الألدول (ثنائي البنزيليدين أسيتون)?
تخليق ثنائي البنزيليدين أسيتون عبر تكاثف ألدول مختلط بين بنزالدهيد والأسيتون، مما يوضح تكوين روابط كربون-كربون.
How difficult is تكاثف الألدول (ثنائي البنزيليدين أسيتون)?
This experiment is rated as Advanced (University). It takes approximately 75 minutes to complete.
What safety precautions are needed for تكاثف الألدول (ثنائي البنزيليدين أسيتون)?
Key safety precautions include: NaOH is corrosive; Benzaldehyde is an irritant with a strong almond odor; Acetone is flammable.
What materials are needed for تكاثف الألدول (ثنائي البنزيليدين أسيتون)?
The main materials required are: Benzaldehyde, Acetone, Sodium hydroxide (NaOH), Ethanol, Distilled water.
What results should I expect from تكاثف الألدول (ثنائي البنزيليدين أسيتون)?
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.