Write the IUPAC name and structural formula for the given organic compounds.

Question

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EXERCISE

1. Write the IUPAC name of the following compounds:

a) (CH₃)₂CHCH=CHCH₂CH₃

Expand the condensed formula
CH₃-CH(CH₃)-CH=CH-CH₂-CH₃.
Identify the longest carbon chain containing the double bond.
This chain is 6 carbons long (hexene).
Number the chain to give the double bond the lowest possible number.
Numbering from the left places the double bond at C3 and the methyl group at C2. Numbering from the right places the double bond at C3 and the methyl group at C5. Prioritize the lowest substituent number when the multiple bond position is the same. * Name: $\boxed{\text{2-methylhex-3-ene}}$
- b) $\text{CH}\equiv\text{C-CH=CH-CH}_2\text{-CH}_3$
Identify the longest carbon chain containing both multiple bonds.
This chain is 6 carbons long (hex).

Number the chain to give the multiple bonds the lowest possible locants.

*   Numbering from the left: triple bond at C1, double bond at C3. Locants: (1, 3).
*   Numbering from the right: double bond at C3, triple bond at C5. Locants: (3, 5).
*   The set (1, 3) is lower than (3, 5), so number from the left.

Name the compound, dropping the 'e' from 'ene' before 'yne'.
* Name: $\boxed{\text{hex-3-en-1-yne}}$
2. Write the structural formula of the following:
- a) 3-propylpenta-1,3-diene
The parent chain is penta-1,3-diene, meaning 5 carbons with double bonds at C1 and C3.

Add a propyl group at C3.

$$
\text{CH}_2\text{=CH-C(CH}_2\text{CH}_2\text{CH}_3\text{)=CH-CH}_3
$$

b) oct-2-ene-5-yne

The parent chain is oct, meaning 8 carbons.
Add a double bond at C2 and a triple bond at C5.
$$ \text{CH}_3\text{-CH=CH-CH}_2\text{-C}\equiv\text{C-CH}_2\text{-CH}_3 $$
- c) hex-1,3-diene-5-yne
The parent chain is hex, meaning 6 carbons.
Add double bonds at C1 and C3, and a triple bond at C5.
$$ \text{CH}_2\text{=CH-CH=CH-C}\equiv\text{CH} $$
- d) 3-ethylpenta-2-chloro-1,4-diene
The parent chain is penta-1,4-diene, meaning 5 carbons with double bonds at C1 and C4.
Add a chloro group at C2 and an ethyl group at C3.
$$ \text{CH}_2\text{=CCl-CH(CH}_2\text{CH}_3\text{)-CH=CH}_2 $$
- e) 2,3-dimethylbut-1-ene
The parent chain is but-1-ene, meaning 4 carbons with a double bond at C1.

Add methyl groups at C2 and C3.

$$
\text{CH}_2\text{=C(CH}_3\text{)-CH(CH}_3\text{)-CH}_3
$$

Write the IUPAC name and structural formula for the given organic compounds.

Step-by-step solution

Expand the condensed formula

Identify the longest carbon chain containing the double bond.

Number the chain to give the double bond the lowest possible number.

Identify the longest carbon chain containing both multiple bonds.

Number the chain to give the multiple bonds the lowest possible locants.

Name the compound, dropping the 'e' from 'ene' before 'yne'.

The parent chain is penta-1,3-diene, meaning 5 carbons with double bonds at C1 and C3.

Add a propyl group at C3.

The parent chain is oct, meaning 8 carbons.

Add a double bond at C2 and a triple bond at C5.

The parent chain is hex, meaning 6 carbons.

Add double bonds at C1 and C3, and a triple bond at C5.

The parent chain is penta-1,4-diene, meaning 5 carbons with double bonds at C1 and C4.

Add a chloro group at C2 and an ethyl group at C3.

The parent chain is but-1-ene, meaning 4 carbons with a double bond at C1.

Add methyl groups at C2 and C3.

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