lab report chemistry

Synthesis of E,E-dibenzalacetone (E,E-DBA)

Afra ALMashari

5/18/2017


Abstract

The preparation of E,E-dibenzalacetone (Scheme 1), from benzaldehyde and acetone in the presence of ethanol and Ethanolic sodium hydroxide, is described. E,E-dibenzalacetone was purified by recrystallization, E,E-dibenzalacetone was recrystallized from. E,E-dibenzalacetone was obtained in 67.1% yield. The crude and purified products were characterized by melting point determination.


Introduction

The purpose of this experiment was to employ a based-catalyzed aldol condensation in the synthesize of E,E-dibenzalacetone and to characterize the crude and purified samples of E,E-dibenzalacetone by melting point determination. As shown in Scheme 1 this involved allowing benzaldehyde to react with acetone in the presence of ethanol and Ethanolic sodium hydroxide.

Scheme 1 lab report chemistry 1





Results

The results of the synthesis of E,E-dibenzalacetone are summarized in Table 1.

Compound

molar

mass (g/mol)

volume/mass moles

yield

Melting point (C)

benzaldehyde (density 1.043 g/mL)

106.2 g/mole

0.25 ml

0.26 g

0.002 mole

N/A

N/A

acetone (density 0.788 g/mL)

580.08 g/mole

0.1 ml

0.07 g

0.001 mole

N/A

N/A

E,E-DBA


(a yellow solid)

234.24 g/mole

N/A

Theoretical

0.234 g

0.001 mole

Literature value

110-111oC

E,E-DBA


(a yellow solid)

234.24 g/mole

N/A

Actual

crude*

0.645 g

63.7%


purified**

0.14 g

67.1

Actual

Crude

109-110 Oc

purified

110-111 Oc

* a yellow solid ** a yellow crystals solid


Discussion




Experimental Procedure