February 20, 2013
Oxidation of Cyclohexanone to Adipic Acid
The cyclic ketone cyclohexanone was oxidized to adipic acid using the oxidizing agent nitric acid. The experiment yielded 0.2667 grams of adipic acid, giving a percent yield of 113.97%. Although the product was allowed to dry for one week, residual moisture was still present in the sample and a melting point could not be obtained. This error in the experiment either resulted from adding too much water or not allowing the product to remain in the Hirsch vacuum filtration for long enough to sufficiently dry.
Redox reactions are an important class of reactions in organic chemistry that involve the transfer of electrons from …show more content…
The experiment yielded 0.2667 grams of adipic acid, giving a percent yield of 113.97% yield. The product contained residual moisture and was not in a solid state, so that a melting point could not be obtained.
The adipic acid produced by this experiment still contained moisture and was not in a solid state after one week, giving a large degree of inaccuracy in the percent yield and not allowing for a melting point to be taking. This is somewhat limiting, in that a comment on the purity of the product cannot be given without a melting point. The product was likely too wet because it was not allowed to dry long enough in the Hirsch vacuum filtration process. Adipic acid is also very soluble in water, so that adding too much water while the product was one the ice bath may have dissolved some of the crystals (Gaivoronskii & Granzhan, 2005). The degree to which the adipic acid is soluble in water has also