Organic chem lab; Synthesis of Various Esters We have two different work-up proc

Question

Organic chem lab; Synthesis of Various Esters

We have two different work-up procedures depending on the ester, for banana, pear and pineapple we distill the ester, but for citrus and coconut we evaporate off volatiles from the ester. Comment on why do not distill the citrus and coconut esters A student attempted to do a Fischer esterification as outlined below. After distilling, the student obtained a product with the following IR: Is the product the student obtained the desired product, if not, what did the student obtain?

Explanation / Answer

2. The esters from citrus and coconut may decompose when subjected to distillation and hence the esters are not distilled. On the other hand other esters from banana, pear, etc do not decompose and are stable under distillation process and thus can be distilled with ease.

3. The fischer esterification as shown,

Looking at the IR, the student obtained the alcohol back. We do not have any carbonyl peak in the region, 1650-1750 cm1 region and thus no acid or ester is present in the IR spectrum.

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