OH H3PO4 Cyclohexanol bp 161 oC, mp 25 °C M.W. 100.16 density 0.96 g/ml. Cyclohexene bp 83 °c M.W. 82.14 density 0.81 g/mL I. Suppose a mixture of 5.7 ml of Cyclohexanol and 1.6mL of 85% phosphoric acid with a magnetic stir bar was placed in a 25mil round bottomed flask. The mixture was distilled to obtain a 3.7ml of distillate, cyclohexene. Show all steps of the calculations to receive full credit: (i) Calculate the theoretical yield. (Spts) (ii) Calculate the % yield for your product. (5pts) (ii) How many milliliters of cyclohexanol would be for the reaction? (5pts) required if you needed 50g of it (iv) How many milliliters of cyclohexanol would be needed if you wanted 10g of cyclohexene. (10 pts) (vi) What will happen after adding Br solution if an alkene is present? Give an example including a mechanism and color changes. Extra Credit (5 pts) Column Chromatography 2a. Column Chromatography is common technique to purify organic compounds. . Please describe how it is performed in the organic lab. (10 pts) .TLC is usually used to check the purity after column purification, please describe how to calculate Rf of TLC. (5 pts) Why we need to add cotton and sand before adding alumina in the column.5 pts) What will happen if we use much more polar solvent such as methanol to as solvent to perform Column Chromatography? (10 pts) . 2b. Which physical property serves as the basis of separation of ferrocene and acetyl ferrocene by column chromatography? (5 points)