Synthesis of Cinnamaldehyde

5728 WordsMar 30, 201323 Pages
Vidallon, Mark Louis P. Date Performed: February 20, 2012 CHEM44.1 2L Date Submitted: March 12, 2012 MIXED-ALDOL CONDENSATION Synthesis of Cinnamaldehyde I. Introduction Cinnamaldehyde, cinnamic aldehyde or 3-phenyl-2-propenal is the major constituent of cinnamon oil, extracted from several species of Cinnamomum (C. verum, C. burmanii, C. cassia), under the family Lauraceae, a group of evergreen trees. Cinnamon bark (particularly C. verum) yields 0.4-0.8% oil, which contains 60-80% cinnamaldehyde, 4-5% sesquiterpenoids (α-humulene, β-caryophyllene, limonene and others), eugenol, cinnamyl acetate, eugenol acetate, cinnamyl alcohol, methyl eugenol, benzaldehyde, benzyl benzoate, cuminaldehyde, monoterpenes (linalool, pinene,…show more content…
To characterize the synthesized product using its boiling point, results of simple chemical tests and derivatization reactions, along with the determination of the melting points of the hydrazones and comparison of the hydrazones using their RGB values. II. Materials and Methods A. Reagents The following are the reagents were used in the experiment: Benzaldehyde Acetaldehyde 15% sodium hydroxide solution Sodium chloride 95 % ethanol solution 40% sodium bisulfite solution 2, 4-dinitrophenylhydrazine Nitric acid Ice B. Apparatus and Equipment The following are the apparatus and equipment were used in the experiment: 50-mL round-bottom flask 50-mL beaker 10-mL graduated cylinder 10-mL pipet Pasteur pipet Micro distilling flask Test tubes Evaporating dish Thermometer Bunsen burner Microreflux Watch glass Iron ring Iron clamp Iron stand Separatory funnel Wire gauze Hot plate Electronic top loading balance Fisher-Johns melting point apparatus III. Schematic Diagrams C. Synthesis of Cinnamaldehyde (in round-bottom flask) 3.06mL - cool in ice bath + 3.00mL 15% NaOH + 0.50mL dropwise with swirling + 3.00mL 15% NaOH + 0.50mL dropwise with swirling + 3.00mL 15% NaOH + 0.68mL dropwise with swirling - reflux for 10-15 minutes - cool to room temperature - cool in ice bath - separate layers Organic layer , very minimal (in 10-mL graduated cylinder) Aqueous layer very minimal, unreacted H2O with

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