Cyclohexanone From Cyclohexanol By Hypochlorite Ox

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Cyclohexanone from Cyclohexanol by Hypochlorite Oxidation Introduction: The experiment was an oxidation of an alcohol to a ketone. Household bleach was used as a source of sodium hypochlorite that was 5.25 % (0.75 M) aqueous solution of sodium hypochlorite; NaOCl (aq), an oxidizing agent to oxidized cyclohexanolinto cyclohexanone. Bleach solution was added to a mixture of cyclohexanol and acetic acid. The yields are known better in acidic rather than basic conditions. Therefore, acetic acid was used for this experiment. It reacted with the sodium hypochlorite to give hypochlorous acid, which thenreacted with the oxygen of the alcohol. Steam distillation was used to isolated product, and then was extracted into the distillate with ether with the addition of dying agent calcium chloride. Finally, the ether was removed to get the product, cyclohexanone with the "salting out" process. The process of salting out was used to separate cyclohexanone from the aqueous solution to purify the product. Which are weak intermolecular forces (e.g., hydrogen bonds) between organic molecules or nonelectrolytes and water are easily disrupted by the hydration of electrolytes. -------NaOCl------- MW 74.392 Cyclohexanol Cyclohexanone Bp 161 ºC bp 157 ºC MW MW 100.16 MW 98.14 Ml/g 8.0 ml 7.4g Moles 0.0075 mol 0.0075 mol Oxidation of Cyclohexanol Mechanism of Oxidation Cyclohexanolis an irritant. Avoid contact with skin, eyes, and clothing. Acetic acid is a dehydrating agent, an irritant, and causes burns. When dispense these should be under a fume hood or way fromthe bodyand avoid contact with skin, eyes, and clothing. Sodium hypochlorite solution emits chlorine gas, which is a respiratory and eye irritant. Procedure: To 250 ml Erlenmeyer flask, placed

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