ochem lab The Green Oxidation of Borneol to Camphor

The aspirator was then turned off the crystals that

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was then used to control the amount of air that got in. The aspirator was then turned off. The crystals that formed on the cold finger were then scraped onto a watch glass, and weighed at 0.17 g. An IR spectra test was then performed on the crystals and the data from the computer was collected. The melting point range of the camphor was then measured. Results: The starting two reagents were that of borneol which was a white solid, and glacial acetic acid which was a clear liquid. When the two reagents were combined the resulting solution was a faint yellow color at first but then returned to a clear color once it was stirred. Once the borneol was dissolved and the solution was placed on an ice bath the glacial acetic acid solidified in the solution. The solution turned yellow as Cl 2 gas evolved from the reaction when the sodium hypochlorite was added. When the three KI starch tests were performed every ten minutes over
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the thirty minute period each one resulted in the strip turning a dark blue-black color. Then when the NaHSO 3 was added to the solution the resulting KI starch test strip was that of a clear color. During the sublimation process the camphor began to crystalize on the cold finger. Over time the crystals began to form in a smaller amount and eventually stopped moving up on the cold finger. The melting point range of camphor was 174.3-183.9°C. The percent recovery of the camphor was calculated to be 78.8%. This was calculated using the following equation: % Recovery= × 100% The percent yield of camphor was calculated to be that of 33.13%. This was calculated using the following equation: % Yield= × 100% After the IR spectra test was performed the data was collected. The IR spectrum is attached and the important peaks are labeled A and B. The major peaks are shown in the table below. Peak Letter Where Found (cm -1 ) Functional Group A 2951.07-2876.14 C sp3 -H (alkane) B 1742.04 Ketone Discussion: As discussed in the introduction sublimation is an important technique that was used in this experiment. In this particular experiment the steam bath was used to evaporate the solid and a cold finger was the surface that it condensed back onto. Sublimation was used to purify the camphor. This purification was proven by the attached IR spectra. The IR spectra showed two important peaks labeled A and B. Peak A was centered around 2900 cm -1 was a strong absorption for sp 3 carbon hydrogen bond. Peak B was found at 1742.04 cm -1 with a strong absorption for a
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ketone functional group. Due to the ketone functional group forming it can be concluded that camphor was indeed formed in the product. However, in the IR spectra there is another prevalent peak at 3399.69 cm -1 . This indicates that there was still borneol also present in the product.
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