Question

Give IUPAC name of the compound given below :
$C{H}_3-\underset{Cl}{\underset{|}{C}}H-C{H}_2-C{H}_2-\underset{OH}{\underset{|}{C}}H-C{H}_3$

• A. 2- Chloro - 5 - hydroxyhexane
• B. 2 - Hydroxy - 5 - chlorohexane
• C. 5 - Chlorohexan - 2 - ol
• D. 2 - Chlorohexan - 5 - ol

Answer 1

Answer: (C)

5 - Chlorohexan - 2 - ol

Given molecule: $C{H}_3-\underset{Cl}{\underset{|}{C}}H-C{H}_2-C{H}_2-\underset{OH}{\underset{|}{C}}H-C{H}_3$

For IUPAC nomenclature following steps are followed:

1. Identify the fuctional group and their priority: -OH and -Cl are the side groups in the given molecule. OH has higher priority thus the name will have suffix "ol".

2. Identify parent chain: The longest carbon chain that contains the functional group. Here its 6 C chain i.e hexyl

3. Assign locant number: lowest number to the main functional group and side chains i.e. 2-ol

4. Identify side chains/groups: its chloro, and 5-chloro in the given molecule.

$\stackrel{6}{C}{H}_3-\underset{Cl}{\underset{|}{\stackrel{5}{C}}}H-\stackrel{4}{C}{H}_2-\stackrel{3}{C}{H}_2-\underset{OH}{\underset{|}{\stackrel{2}{C}}}H-\stackrel{1}{C}H$

IUPAC name is: 5-chlorohexan-2-ol