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2-Methylcyclohexanol Dehydration: Analysis

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The alcohol starting material, 2-methylcyclohexanol, was dehydrated through an E1 elimination by using of phosphoric acid as a catalyst. After a purification by simple distillation, which removed the alkene product and the by-product water from the reaction mixture, the methylcyclohexene products were analyzed by percent yield, boiling point, IR spectroscopy, and two chemical tests, Br2 in CCl4 and Jones test. By performing the simple distillation using pyrolysis, 85% of phosphoric acid and 2-methylcyclohexanol were added into the boiling flask, where the product from the collecting flask was condensed by the ice, and washed with the saturated sodium chloride. The weight of the product was determined and the percent yield of the product was…show more content…
The boiling point of the product was conducted with the silicone oil. Lastly, for each chemical test, three test tubes were prepared with 2-methylcyclohexanol, the product, and 1-decene in each test tube, and a drop of the reagent were added to test tubes. The percent yield was calculated to be 74.8% with 12.6g of the product obtained. This result showed that most of 2-methylcyclohexanol was successfully dehydrated and produced the product. The loss of the product could be due to the incomplete reaction or distillation and through washing and extraction of the product. The boiling point range resulted as 112oC to 118oC. This boiling point range revealed that it is acceptable because the literature boiling point range included possible products, which are 1-methylcyclohexene, 3-methylcyclohexene, and methylenecyclohexane, are 110 to 111oC, 104oC, and 102 to 103 oC. For the results of IR spectroscopy, 2-methylcyclocahnol showed peaks at 3300 cm-1 and 2930 cm-1, which indicated the presence of alcohol and alkane functional group. Then, the peak from the product showed the same peak at 2930 cm-1 but the absence of the other peak, which indicated the absence of the alcohol
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