To a 5 mL reaction vial 85 Sulfuric Acid 0 8 mL 35 mmol A spin vane was placed in the vial This turned the solution slightly bright pink 1 hexene 0 6 mL 5 mmol was added to the reaction vial with a glass syringe while being stirred on an aluminum block The reaction was stirred for a total of 20 minutes Water 2 mL 55 mmol was added to the vial and a jacket condenser was attached The stirring was set to a gentle stir and water turned on until steadily flowing through the condenser The heat was turned on to a setting of 4 Once it began to reflux a timer was set for 15 minutes During this time the color returned to clear After the timer completed the heat and water were turned off and the mixture was raised above the aluminum plate to cool to touch then added to an ice bath The organic top layer was transferred to a 3 mL reaction vial and the organic was dried using a gentle stream of nitrogen gas This nitrogen stream caused parts of the mixture to turn pink again Once there was nothing left to evaporate the vial was weighed The sample was run through a gas chromatogram and was given results of our final product 1 0 mL of 85 Sulfuric Acid was added to a 3 mL screw top vial followed by 0 5 mL of 1 hexene and a magnetic stir bar A stir plate was used to stir the solution for 20 minutes on high before another 0 5 mL of 1 hexene was added The solution was stirred for an additional 20 minutes then transferred to a 10 mL Erlenmeyer flask and cooled in an ice bath for 5 minutes 1 mL of 9 M NaOH was used to rinse out the used conical vial and the rinse mixture was then added dropwise to the Erlenmeyer flask The liquid was then transferred to a short neck round bottom flask with a couple of boiling chips The solution was distilled between 85 100 C and the 2 hexanol water mixture was collected until the temperature remained at 100 C for one minute The salt in the receiver flask was dissolved using NaCl then 2 0 mL of tert butyl methyl ether was added The layers were mixed and the aqueous layer was removed The ether solution was dried using anhydrous potassium carbonate and then transferred to a clean Erlenmeyer flask leaving behind the K2CO3 The flask was heated with our hands to evaporate the ether from the 2 hexanol and the mass of the final product was determined The workbench fume hood was properly cleaned o a 5 mL reaction vial 85 Sulfuric Acid 0 8 mL 35 mmol A spin vane was placed in the vial This turned the solution slightly bright pink 1 hexene 0 6 mL 5 mmol was added to the reaction vial with a glass syringe while being stirred on an aluminum block The reaction was stirred for a total of 20 minutes Water 2 mL 55 mmol was added to the vial and a jacket condenser was attached The stirring was set to a gentle stir and water turned on until steadily flowing through the condenser The heat was turned on to a setting of 4 Once it began to reflux a timer was set for 15 minutes During this time the color returned to clear After the timer completed the heat and water were turned off and the mixture was raised above the aluminum plate to cool to touch then added to an ice bath The organic top layer was transferred to a 3 mL reaction vial and the organic was dried using a gentle stream of nitrogen gas This nitrogen stream caused parts of the mixture to turn pink again Once there was nothing left to evaporate the vial was weighed The sample was run through a gas chromatogram and was given results of our final product