Question

Process A. Preparation of 4-t-butylcyclohexene Assembling the equipment Fill the almost complete sand bath, place it on the base of the shelf, fix the thermometer with a clip and start heating until the temperature of the sand is - 110C. B. Mixing the reagents Using the plastic funnel, introduce 0.60-0.70 g of 4-t-butylcyclohexanol into a large, clean, dry test tube. Then add 10 drops of concentrated phosphoric acid, 3 drops of concentrated sulfuric acid and a pebble to moderate boiling. You should notice that the solid begins to liquefy and turn yellow. If not, inform the instructor. C. Dehydration of t-butylcyclohexanol Notify instructor when bath is at 110 °C and mix is ready. Put the test tube into the sand (Figure 2) and heat making sure the temperature stays between 130 and 160C (10 minutes after it reaches 140*C) while watching the mixture show some condensation on the walls from the tube and change from light yellow to brown (5-10 minutes). Isolate and clean the crude 4-t-butylcyclohexene in the area of the "Hood" or extractor a) Remove the reaction tube from the sand bath, allow to cool to 25°C and add 5 mL of pentane. Transfer the mixture to the separating funnel shown on the right, followed by the rinses with 2 ml of distilled water and another 10 ml of pentane. Fit the lubricated stopper to the separatory funnel and shake carefully releasing the internal pressure. Let the funnel stand and discharge the bottom layer into a small glass. b) Neutralize- To eliminate traces of acid, carefully add 2-mL of saturated sodium bicarbonate solution to the separating funnel. Shake cautiously, release pressure, allow to settle and discharge the lower phase. c) Dry the solution-To remove the water, transfer the ethereal solution (upper phase) to a 50 mL Erlemeyer flask, add one or two spatulas of the desiccant material, anhydrous Na2CO3. Cover the Erlenmeyer and shake for ** 3 minutes. d) Remove the desiccant-Filter by gravity the dry organic solution in a 25 or 50 mL Erlenmeyer that is clean, dry and previously weighed. Rinse the Erlenmeyer with the desiccant and the filter funnel twice with 2 mL of pentane. e) Evaporate the solvent-Heat the solution in pentane and dry on the sand bath (40-60*C) until the ether evaporates. Remove the Erlemeyer from the sand bath, cover and let cool.

Answer 1

Pre-Lab 2) 애 Hop-OH a) .OH₂ OH t-But t-Bu BACON) - H₂O + H₂poy t-Bu b cely Br-BY BBY t-by t-B4 + Brö BY: BY: t-by Br, addition is trans addition across the double bond.

1 Reaction data table -OH toy tou GoHo Gottig molecular formula molecular mars (g/mol 156.26 138.25" Quantity 8) 0.65 0.575 (expected grooms) moles 10.00416 0.00416 m.p: physical Constant c 65°C moles Quantity (9) molecular mass 0.65g 156-26 0.00416 moles Y-tert butyl y lohexand moly = 26 g/mol mo Broms of u test butyl gelohexene = 0.00416 mol x 126.3 %