First, 1.32 g of isoborneol was mixed with 1.00 mL of glacial acetic acid. The solution was heated to 50° C while 1.70 mL of NaOCl added. Then 15.0 mL of NaOCl was measured into a separatory funnel and added dropwise to the solution for 10 minutes. The flask was sealed while heating and stirring continued. NaOCl in the solution was tested every five minutes using starch-iodide paper for 30 minutes. After 10 minutes, 2.0 mL of NaOCl was added. A total of 6.0 mL of NaOCl was added over a 20 minute period in order to keep the solution testing positive. Next, 0.5 mL of NaHSO3 was added for the solution to test negative. Solution was heated for another 20 minutes and then cooled in an ice bath for 8 minutes. White solid was collected using vacuum
