Solved Worksheet-IUPAC nomenclature Organic Nomenclature | Chegg.com - Free Printable
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Step-by-step solution for: Solved Worksheet-IUPAC nomenclature Organic Nomenclature | Chegg.com
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Show Answer Key & Explanations
Step-by-step solution for: Solved Worksheet-IUPAC nomenclature Organic Nomenclature | Chegg.com
To solve the problem and provide the IUPAC names for the given structural formulas, we will analyze each structure step by step. Here is the detailed solution:
---
Structural Formula:
```
H3C—CH2—CH2—CH3
```
- This is a straight-chain alkane with 4 carbon atoms.
- The parent chain is "butane."
Name:
Butane
---
Structural Formula:
```
OH
/
CH2—CH2—CH2—CH3
```
- This is a cycloalkane with a hydroxyl group (OH) attached to one of the carbon atoms.
- The parent chain is a 4-membered ring (cyclobutane).
- The hydroxyl group is at position 1 (since it can only be on one carbon in a 4-membered ring).
Name:
Cyclobutanol
---
Structural Formula:
```
Br
|
Ph—OH
```
- This is a benzene ring (phenyl group) with a hydroxyl group (OH) and a bromine atom (Br) attached.
- The hydroxyl group is the functional group with higher priority (alcohol > halide), so it determines the numbering.
- The bromine atom is at position 4 relative to the hydroxyl group.
Name:
4-Bromo phenol
---
Structural Formula:
```
CH3
|
C6H11—C=O
```
- This is a cyclic ketone with a methyl group attached to the carbonyl carbon.
- The parent chain is a 6-membered ring (cyclohexane).
- The carbonyl group is the functional group, and it is at position 1.
- The methyl group is at position 2.
Name:
2-Methyl cyclohexanone
---
Structural Formula:
```
CH3
|
CH3—C—CH3
|
O
```
- This is a ketone with two methyl groups attached to the carbonyl carbon.
- The parent chain is propane, but since there are two identical substituents (methyl groups), the molecule is symmetrical.
- The name reflects the presence of the ketone functional group.
Name:
2,2-Dimethyl propanone (or Mesityl oxide)
---
Structural Formula:
```
H
|
CH3—CH2—CH2—C=O
```
- This is an aldehyde with a 4-carbon chain.
- The parent chain is butane, and the aldehyde group (CHO) is at the end of the chain.
- Aldehydes are named by changing the "-e" ending of the corresponding alkane to "-al."
Name:
Butanal
---
| Name | Structural Formula |
|----------------|--------------------|
| Butane | H3C—CH2—CH2—CH3 |
| Cyclobutanol | OH |
| | / |
| | CH2—CH2—CH2—CH3 |
| 4-Bromo phenol | Br |
| | | |
| | Ph—OH |
| 2-Methyl cyclohexanone | CH3 |
| | | |
| | C6H11—C=O |
| 2,2-Dimethyl propanone | CH3 |
| | | |
| | CH3—C—CH3 |
| Butanal | H |
| | | |
| | CH3—CH2—CH2—C=O |
$$
\boxed{
\begin{array}{|c|c|}
\hline
\text{Name} & \text{Structural Formula} \\
\hline
\text{Butane} & \text{H3C—CH2—CH2—CH3} \\
\hline
\text{Cyclobutanol} & \text{OH} \\
& \text{/} \\
& \text{CH2—CH2—CH2—CH3} \\
\hline
\text{4-Bromo phenol} & \text{Br} \\
& \text{|} \\
& \text{Ph—OH} \\
\hline
\text{2-Methyl cyclohexanone} & \text{CH3} \\
& \text{|} \\
& \text{C6H11—C=O} \\
\hline
\text{2,2-Dimethyl propanone} & \text{CH3} \\
& \text{|} \\
& \text{CH3—C—CH3} \\
\hline
\text{Butanal} & \text{H} \\
& \text{|} \\
& \text{CH3—CH2—CH2—C=O} \\
\hline
\end{array}
}
$$
---
1. First Structure:
Structural Formula:
```
H3C—CH2—CH2—CH3
```
- This is a straight-chain alkane with 4 carbon atoms.
- The parent chain is "butane."
Name:
Butane
---
2. Second Structure:
Structural Formula:
```
OH
/
CH2—CH2—CH2—CH3
```
- This is a cycloalkane with a hydroxyl group (OH) attached to one of the carbon atoms.
- The parent chain is a 4-membered ring (cyclobutane).
- The hydroxyl group is at position 1 (since it can only be on one carbon in a 4-membered ring).
Name:
Cyclobutanol
---
3. Third Structure:
Structural Formula:
```
Br
|
Ph—OH
```
- This is a benzene ring (phenyl group) with a hydroxyl group (OH) and a bromine atom (Br) attached.
- The hydroxyl group is the functional group with higher priority (alcohol > halide), so it determines the numbering.
- The bromine atom is at position 4 relative to the hydroxyl group.
Name:
4-Bromo phenol
---
4. Fourth Structure:
Structural Formula:
```
CH3
|
C6H11—C=O
```
- This is a cyclic ketone with a methyl group attached to the carbonyl carbon.
- The parent chain is a 6-membered ring (cyclohexane).
- The carbonyl group is the functional group, and it is at position 1.
- The methyl group is at position 2.
Name:
2-Methyl cyclohexanone
---
5. Fifth Structure:
Structural Formula:
```
CH3
|
CH3—C—CH3
|
O
```
- This is a ketone with two methyl groups attached to the carbonyl carbon.
- The parent chain is propane, but since there are two identical substituents (methyl groups), the molecule is symmetrical.
- The name reflects the presence of the ketone functional group.
Name:
2,2-Dimethyl propanone (or Mesityl oxide)
---
6. Sixth Structure:
Structural Formula:
```
H
|
CH3—CH2—CH2—C=O
```
- This is an aldehyde with a 4-carbon chain.
- The parent chain is butane, and the aldehyde group (CHO) is at the end of the chain.
- Aldehydes are named by changing the "-e" ending of the corresponding alkane to "-al."
Name:
Butanal
---
Final Answer:
| Name | Structural Formula |
|----------------|--------------------|
| Butane | H3C—CH2—CH2—CH3 |
| Cyclobutanol | OH |
| | / |
| | CH2—CH2—CH2—CH3 |
| 4-Bromo phenol | Br |
| | | |
| | Ph—OH |
| 2-Methyl cyclohexanone | CH3 |
| | | |
| | C6H11—C=O |
| 2,2-Dimethyl propanone | CH3 |
| | | |
| | CH3—C—CH3 |
| Butanal | H |
| | | |
| | CH3—CH2—CH2—C=O |
$$
\boxed{
\begin{array}{|c|c|}
\hline
\text{Name} & \text{Structural Formula} \\
\hline
\text{Butane} & \text{H3C—CH2—CH2—CH3} \\
\hline
\text{Cyclobutanol} & \text{OH} \\
& \text{/} \\
& \text{CH2—CH2—CH2—CH3} \\
\hline
\text{4-Bromo phenol} & \text{Br} \\
& \text{|} \\
& \text{Ph—OH} \\
\hline
\text{2-Methyl cyclohexanone} & \text{CH3} \\
& \text{|} \\
& \text{C6H11—C=O} \\
\hline
\text{2,2-Dimethyl propanone} & \text{CH3} \\
& \text{|} \\
& \text{CH3—C—CH3} \\
\hline
\text{Butanal} & \text{H} \\
& \text{|} \\
& \text{CH3—CH2—CH2—C=O} \\
\hline
\end{array}
}
$$
Parent Tip: Review the logic above to help your child master the concept of naming organic molecules worksheet.