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of a double bond is indicated by the disappearance of the orange/red color. If no double bond is
present, the reaction does not occur and the orange/red color of the bromine solution persists.
This test is also used for alkynes, and the difference between an alkene and an alkyne can be
determined if the test is done as a titration and the molar amount of bromine added per mole of
reactant is determined. Br Br2/CH2Cl2 (Eq. 5)
Br Br δ−
Br Before beginning this experiment, the applicable sections in the Technique folder must be read
and understood (distillation, drying agents, IR spectroscopy and yield calculations). Cyclohexene from Cyclohexanol
H+ + H2O Procedure:
Mix 3.0 ml of cyclohexanol and 4.0 ml of concentrated (85%) phosphoric acid in a clean, dry 50
ml round bottom flask. Add 5 drops of concentrated sulfuric acid to the mixture. Add 1-2
boiling stones and attach the flask to a simple distillation set-up as the distilling flask. Cool the
receiving 25 mL round bottom flask in a bath of ice water, immersed to the neck of the flask.
Distill the contents of the flask until the temperature of the distillate reaches 85oC, or until the
temperature of the distillate drops. Allow the apparatus to cool to room te...
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