In 1904, Franz Knoop outlined a scheme for the biological oxidation of fatty acids that was shown \(-50\) years later \(-\) to be correct. In his key experiments, he fed rabbits fatty acids of formula \(\mathrm{C}_{6} \mathrm{H}_{5}\left(\mathrm{CH}_{2}\right)_{\mathrm{n}}\) COOH. When the side chain \((\mathrm{n}+1)\) contained an even number of carbons, a derivative of phenylacetic acid, \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{COOH}\), was excreted in the urine; an odd number, and a derivative of benzoic acid was excreted. What general hypothesis can you formulate from these results?

Short Answer

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Based on the given results, we can hypothesize that the biological oxidation of fatty acids depends on the number of carbons in the side chain. When a fatty acid with an odd number of \(CH_2\) units in the side chain (or an even number of carbons including the terminal carbon) undergoes biological oxidation, a derivative of phenylacetic acid (\(C_6H_5CH_2COOH\)) forms. Conversely, when a fatty acid with an even number of \(CH_2\) units in the side chain (or an odd number of carbons including the terminal carbon) undergoes biological oxidation, a derivative of benzoic acid (\(C_6H_5COOH\)) forms. This indicates that the process of biological oxidation of fatty acids may vary depending on the number of carbons in their side chains, and different derivatives are formed accordingly.

Step by step solution

01

Understanding the fatty acids used in the experiment

The fatty acids used in Franz Knoop's experiments have the formula \(C_6H_5(CH_2)_nCOOH\). In this formula, the variable \(n\) represents the number of \(CH_2\) units in the side chain. When the side chain has an even number of carbons, \(n+1 =\) even number, it means in this case \(n\) is an odd number. And when the side chain has an odd number of carbons, \(n+1 =\) odd number, it means in this case \(n\) is an even number. These fatty acids are fed to rabbits, and the experiments monitor which derivatives are excreted in their urine.
02

Observing the results of the experiment

The results of the experiments are as follows: 1. When the fatty acid side chain contains an even number of carbons (\(n+1\) even or \(n\) odd), a derivative of phenylacetic acid (\(C_6H_5CH_2COOH\)) is excreted in the urine. 2. When the fatty acid side chain contains an odd number of carbons (\(n+1\) odd or \(n\) even), a derivative of benzoic acid (\(C_6H_5COOH\)) is excreted in the urine.
03

Formulating a general hypothesis

Based on the given results, we can hypothesize the following: The biological oxidation of fatty acids depends on the number of carbons in the side chain. When a fatty acid with an odd number of \(CH_2\) units in the side chain (or an even number of carbons including the terminal carbon) undergoes biological oxidation, a derivative of phenylacetic acid forms. Conversely, when a fatty acid with an even number of \(CH_2\) units in the side chain (or an odd number of carbons including the terminal carbon) undergoes biological oxidation, a derivative of benzoic acid forms. This general hypothesis implies that the process of biological oxidation of fatty acids may vary depending on the number of carbons in their side chains, and different derivatives are formed accordingly.

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