Abstract
This experiment describes a method for cyclohexene oxidation to trans-1,2-cyclohexanediol using p-toluenesulfonic acid (p-TsOH) as promoter and hydrogen peroxide as oxidant in a biphasic system. This method allows conversions up to 97.9% (monitored by (1)H NMR). trans-1,2-Cyclohexanediol was not easily separated from the aqueous solution owing to formation of an azeotropic mixture with water. Destruction of the azeotropic mixture was observed in the presence of sodium p-toluenesulfonate salt (p-TsONa). Therefore, water could be removed by simple distillation after p-TsOH neutralization. Purification of trans-1,2-cyclohexanediol was accomplished by sublimation. The overall reaction, separation, and purification experiment did not require any organic solvent.
Original language | Unknown |
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Pages (from-to) | 1002-1003 |
Journal | Journal of Chemical Education |
Volume | 88 |
Issue number | 7 |
DOIs | |
Publication status | Published - 1 Jan 2011 |