Solvents: acetone, ethanol, methanol, ethyl acetate, hexanes, dichloromethane an

Question

Solvents: acetone, ethanol, methanol, ethyl acetate, hexanes, dichloromethane and petroleum ether. Aqueous Solutions: 1 M NaOH, 1 M HCl, 3 M NaOH, 3 M HCl, 1 M NaHCO_3. saturated NaCl. Drying Agent: sodium sulfate Special Benzaldehyde is used as the starting material for the synthesis of cinnamic acid. An organic chemistry student had made the mistake of stopping the reaction before it was complete and ended up with a mixture of benzaldehyde and cinnamic acid. Purify the cinnamic acid. Provide data to show your compound is pure.

Explanation / Answer

The mixture containing benzaldehyde and cinnamic acid can be steam distilled with excess water. Bezaldehyde gets distilled out while cinnamic acid dissolves in water. This solution is then boiled with activated charcoal and then filtered out to form cinnamic acid crystals. The cinnamic acid can be purified by recrystalization with hot water.

The melting point of cinnamic acid should be around 133 C. If the measured melting point is significantly lower than the theoretical value this would indicate the substance is impure.

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