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TAMU CHEM 101 - EXP 12

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Leen Alyaseen Summary of Results:In this experiment, we used sulfuric acid and phosphoric acid to dehydrate cyclohexanol to form cyclohexene by elimination. We performed simple distillation and then purified the cyclohexene with saturated sodium chloride. We started with 2.5 grams of cyclohexanol, and finished with 0.50 grams of cyclohexene product. This gives us a crude yield of 64.08 %. We then performed the Bromine Test on our product, it was clear. This means that it is positive, so our product does contain a double bond. For a second classification test, we performed the Permanganate test, which turned brown. This means it is also positive, and our product is an alkene. Lastly, we obtained an IR spectrum of the product. There were peaks at 3022.90 cm-1 showing an sp2 C=C-H stretch, and at 1652.66 cm-1 showing a C=C stretch. Errors:One possible error was if during the purification of cyclohexene, the student didn’t remove all of the aqueous layer. This would contaminate the product, therefore altering the IR results. Also, if the conical vial was still wet when it was weighed, it would alter the measured weight of the product. It showed that accidentally removed some cyclohexene with the aqueous layer.Conclusion:The experiment must be a success, since the IR spectrum showed peaks at 3022.90 cm-1 showing a sp2 C=C-H stretch, and at 1652.66 cm-1 showing a C=C stretch. These both prove that there is a double bond, and that it is a cyclic compound. This means that cyclohexanol must havesuccessfully been dehydrated, and cyclohexene was formed. The positive results from the Bromine and Permanganate Test also confirm that there was a double bond formed. Since weobtained a percent yield of only 64.08 %, this must have been an error on our part. If the conical vial was still wet when we weighed it for the empty weight, it would give us results that show a smaller product weight. It is also possible that when removing the aqueous layer, we accidentallyremoved some cyclohexene with


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TAMU CHEM 101 - EXP 12

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