this is for a lab on preparing adipic acid 4a. After determining your yield you

Question

this is for a lab on preparing adipic acid

4a. After determining your yield you decide to perform a melting point of your newly isolated product. You find that the product?s melting point is 8 degrees lower than that reported in the literature and has a broad profile. Seeing that your product is impure, you decide to take a proton NMR and find that the impure sample has shifts at 1.68- 2.31, 9.72, and 11.03 ppm. Provide the structure of the impurity contained in your sample? 4b. What was (were) the cause(s) of this impurity?

Explanation / Answer

From the nmr supplied, which shows the peaks of methylenes and the acidic protons, the possible impurity could be another acid. because the nmr shows two acidic peaks, one at 9.72 and other at 11.03ppm. The impurity can be either glutaric acid or hexanoic acid.

Unless we know the method of prepartion, we can not zero in on what exactly could be the impurity.

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