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Ch.21 - Organic Chemistry
Chapter 21, Problem 101

Are there 11 structures (ignoring stereoisomerism) with the formula C4H8O that have no carbon branches? If so, draw the structures and identify the functional groups in each.

Verified step by step guidance
1
Identify the possible functional groups that can be formed with the formula C4H8O. These include alcohols, ethers, aldehydes, ketones, and possibly cyclic structures.
Consider the degree of unsaturation for C4H8O. The formula indicates one degree of unsaturation, which could be a double bond or a ring.
Start by drawing linear structures with different functional groups: begin with aldehydes and ketones, as they are common for this formula.
Next, explore cyclic structures that can be formed with four carbon atoms and one oxygen atom, such as cyclic ethers or alcohols.
Finally, ensure that each structure adheres to the formula C4H8O and does not include any carbon branches, verifying that all possible structures have been considered.

Key Concepts

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

Structural Isomers

Structural isomers are compounds that have the same molecular formula but differ in the arrangement of atoms. For C4H8O, various structural isomers can exist, including different functional groups and connectivity of carbon atoms. Understanding how to draw and identify these isomers is crucial for answering the question.
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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. In the context of C4H8O, common functional groups include alcohols, ethers, and aldehydes. Identifying these groups is essential for classifying the isomers and understanding their reactivity.
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Carbonyl Functional Groups

Skeletal Structures

Skeletal structures are a simplified way of drawing organic molecules, where carbon atoms are represented by vertices and hydrogen atoms are often omitted for clarity. This method helps in visualizing the connectivity of atoms in a molecule, making it easier to identify different isomers and their functional groups without the clutter of hydrogen atoms.
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Skeletal Formula