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Chapter 26: Problem 29

Give the noncyclic isomers with molecular formula \(\mathrm{C}_{4} \mathrm{H}_{8} \mathrm{O}_{2}\) that contain more than one functional group.

Short Answer

Expert verified
Only two noncyclic isomers of C4H8O2 containing more than one functional group possible are: one with structure consisting of a carbonyl group and a carboxyl group, and the other containing an ether group and a hydroxyl group.

Step by step solution

01

Identify functional groups

First things first, you need to be aware of the most common functional groups that could be incorporated into the structures. These include carbonyl, hydroxyl, carboxyl, ether etc.
02

Construct isomers

Now, start by drawing all possible noncyclic isomers of C4H8O2. Remember, for each structure, you must include at least two functional groups.
03

Verify

After you’ve come up with some isomeric structures, be sure to verify that each of them has the correct molecular formula as C4H8O2. It is an easy to make mistake to accidentally add or leave out carbon or hydrogen atoms while drawing structures. Also check once again if each structure has two functional groups.
04

Eliminate identical structures

Finally, examine your guessed structures closely and make sure none of them is identical. Sometimes, the same structure can be drawn in different ways which may seem different but actually represents the same molecule. Eliminate such identical structures and you should end up with distinct noncyclic isomers of C4H8O2.

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