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How could you separate a solution of benzoic acid and tetradecane? Use words to explain please....

How could you separate a solution of benzoic acid and tetradecane? Use words to explain please. Boiling points are too similar to use.

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Answer #1

1. dissolve both compounds in ether. (benzoic acid is active and tetradecane is nutral compound) and take in separating funnel.

2. add aq. bicarbonate solution to the mixture , shake the separationg funnel for 5 min. separate the aq. layer.

3. benzoic acid comes into aq. layer, and tetra decane remains in the ethar layer.

4. add aq. Hcl solution to the aq. layer and obtained ppt was filtered to get benzoic acid.

Ph cooH + NaHCO3 ....> Ph COONa + CO2+ H2O

Ph COONa + HCl .........> PHCOOH + NaCl

5. organic layer evoparated to get tetra decane.

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