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Ch. 4 - Carbon and the Molecular Diversity of Life
Chapter 4, Problem 7

Which action could produce a carbonyl group? a. the replacement of the —OH of a carboxyl group with hydrogen b. the addition of a thiol to a hydroxyl c. the addition of a hydroxyl to a phosphate d. the replacement of the nitrogen of an amine with oxygen

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1
Step 1: Understand the structure of a carbonyl group. A carbonyl group consists of a carbon atom double-bonded to an oxygen atom (C=O).
Step 2: Evaluate each option in the question. The carbonyl group can be formed by various chemical reactions, but we need to find the one that fits the structure of the carbonyl group.
Step 3: Analyze option a. The replacement of the —OH of a carboxyl group with hydrogen would result in a carbonyl group. A carboxyl group is —COOH, and if we replace —OH with hydrogen, we get —COH, which is a carbonyl group.
Step 4: Check the other options for completeness. None of the other options would result in a carbonyl group.
Step 5: Conclude that the correct answer is option a. The replacement of the —OH of a carboxyl group with hydrogen.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Carbonyl Group Formation

A carbonyl group (C=O) is formed when a carbon atom is double-bonded to an oxygen atom. This can occur through various chemical reactions, such as the oxidation of alcohols or the replacement of functional groups. Understanding how different functional groups interact is crucial for predicting the formation of carbonyls in organic chemistry.
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Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. Examples include hydroxyl (-OH), carboxyl (-COOH), and amine (-NH2) groups. Recognizing how these groups can be modified or replaced helps in understanding the transformations that lead to the formation of new functional groups, such as carbonyls.
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Substitution Reactions

Substitution reactions involve the replacement of one atom or group in a molecule with another. In the context of organic chemistry, this can include replacing a hydroxyl group with a hydrogen atom or substituting nitrogen in an amine with oxygen. These reactions are fundamental in organic synthesis and are key to understanding how new functional groups, like carbonyls, can be generated.
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