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Classification of Alcohols (alkanols) Chemistry Tutorial

Key Concepts

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Classification of Alcohol (alkanol) by Steps

If you have been given the structural formula of an alcohol (alkanol), all you need to do in order to classify the alcohol is decide how many alkyl groups are attached to the same carbon atom as the OH (hydroxyl or hydroxy) functional group.

If you have been given the name of an alcohol, you will need to draw its structure first before you classify it.

You can use the steps below to decide if an alcohol should be classified as primary, secondary, or, tertiary.

Step 1: Locate the OH (hydroxyl or hydroxy) functional group.

Step 2 Identify the carbon atom to which the OH (hydroxyl or hydroxy) functional group is covalently bonded.

Step 3: Count the number of carbon atoms covalently bonded to the same carbon atom as the OH functional group.

Step 4: Classify the Alcohol (alkanol)

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Worked Example of Classifying an Alcohol (alkanol): Primary Alcohol (alkanol)

Classify the propan-1-ol (1-propanol) alcohol molecule shown below:

  H
|
  H
|
  H
|
 
H- C - C - C -OH
  |
H
  |
H
  |
H
 

Step 1: Locate the OH (hydroxyl or hydroxy) functional group.

  H
|
  H
|
  H
|
 
H- C - C - C -OH
  |
H
  |
H
  |
H
 

Step 2 Identify the carbon atom to which the OH (hydroxyl or hydroxy) functional group is covalently bonded.

  H
|
  H
|
  H
|
 
H- C - C - C -OH
  |
H
  |
H
  |
H
 

Step 3: Count the number of carbon atoms covalently bonded to the same carbon atom as the OH functional group.

  H
|
  H
|
  H
|
 
H- C - C - C -OH
  |
H
  |
H
  |
H
 

Only 1 carbon atom is covalently bonded to the same carbon atom as the OH functional group.

Step 4: Classify the Alcohol

1 alkyl group = 1o alcohol = primary alcohol

This is a primary alcohol.

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Worked Example of Classification of an Alcohol (alkanol): Secondary Alcohol (alkanol)

Classify the propan-2-ol (2-propanol) alcohol molecule shown below:

  H
|
  OH
|
  H
|
 
H- C - C - C -H
  |
H
  |
H
  |
H
 

Step 1: Locate the OH (hydroxyl or hydroxy) functional group.

  H
|
  OH
|
  H
|
 
H- C - C - C -H
  |
H
  |
H
  |
H
 

Step 2 Identify the carbon atom to which the OH (hydroxyl or hydroxy) functional group is covalently bonded.

  H
|
  OH
|
  H
|
 
H- C - C - C -H
  |
H
  |
H
  |
H
 

Step 3: Count the number of carbon atoms covalently bonded to the same carbon atom as the OH functional group.

  H
|
  OH
|
  H
|
 
H- C - C - C -H
  |
H
  |
H
  |
H
 

2 carbon atoms are covalently bonded to the same carbon atom as the OH functional group.

Step 4: Classify the Alcohol

2 alkyl groups = 2o alcohol = secondary alcohol

This is a secondary alcohol.

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Worked Example of Classifying an Alcohol (alkanol): Tertiary Alcohol (alkanol)

Classify the 2-methylpropan-2-ol (2-methyl-2-propanol) alcohol molecule shown below:

  H
|
  OH
|
  H
|
 
H- C - C - C -H
  |
H
  |
H-C-H
  |
H
 
      |
H
     

Step 1: Locate the OH (hydroxyl or hydroxy) functional group.

  H
|
  OH
|
  H
|
 
H- C - C - C -H
  |
H
  |
H-C-H
  |
H
 
      |
H
     

Step 2 Identify the carbon atom to which the OH (hydroxyl or hydroxy) functional group is covalently bonded.

  H
|
  OH
|
  H
|
 
H- C - C - C -H
  |
H
  |
H-C-H
  |
H
 
      |
H
     

Step 3: Count the number of carbon atoms covalently bonded to the same carbon atom as the OH functional group.

  H
|
  OH
|
  H
|
 
H- C - C - C -H
  |
H
  |
H-C-H
  |
H
 
      |
H
     

3 carbon atoms are covalently bonded to the same carbon atom as the OH functional group.

Step 4: Classify the Alcohol

3 alkyl groups = 3o alcohol =tertiary alcohol

This is a tertiary alcohol.

Summary Table: Classification of Some Alkanols (alcohols)

Molecular Formula Primary Alcohol Secondary Alcohol Tertiary Alcohol
CH4O
  H
|
 
H- C -OH
  |
H
 

methanol

   

C2H6O
  H
|
  H
|
 
H- C - C -OH
  |
H
  |
H
 

ethanol

   

C3H8O
  H
|
  H
|
  H
|
 
H- C - C - C -OH
  |
H
  |
H
  |
H
 

propan-1-ol
(1-propanol)

  H
|
  OH
|
  H
|
 
H- C - C - C -H
  |
H
  |
H
  |
H
 

propan-2-ol
(2-propanol)

 

C4H10O
  H
|
  H
|
  H
|
  H
|
 
H- C - C - C - C -OH
  |
H
  |
H
  |
H
  |
H
 

butan-1-ol
(1-butanol)

  H
|
  OH
|
  H
|
  H
|
 
H- C - C - C - C -H
  |
H
  |
H
  |
H
  |
H
 

butan-2-ol
(2-butanol)

  H
|
  OH
|
  H
|
 
H- C - C - C -H
  |
H
  |
H-C-H
  |
H
 
      |
H
     

2-methylpropan-2-ol
(2-methyl-2-propanol)

  H
|
  H
|
  H
|
 
H- C - C - C -OH
  |
H
  |
H-C-H
  |
H
 
      |
H
     

2-methylpropan-1-ol
(2-methyl-1-propanol)

   

C5H12O
  H
|
  H
|
  H
|
  H
|
  H
|
 
H- C - C - C - C - C -OH
  |
H
  |
H
  |
H
  |
H
  |
H
 

pentan-1-ol
(1-pentanol)

  H
|
  OH
|
  H
|
  H
|
  H
|
 
H- C - C - C - C - C -H
  |
H
  |
H
  |
H
  |
H
  |
H
 

pentan-2-ol
(2-pentanol)

  H
|
  OH
|
  H
|
  H
|
 
H- C - C - C - C -H
  |
H
  |
H-C-H
  |
H
  |
H
 
      |
H
         

2-methylbutan-2-ol
(2-methyl-2-butanol)

  H
|
  H
|
  H
|
  H
|
 
H- C - C - C - C -OH
  |
H
  |
H
  |
H-C-H
  |
H
 
          |
H
     

2-methylbutan-1-ol
(2-methyl-1-butanol)

  H
|
  H
|
  OH
|
  H
|
  H
|
 
H- C - C - C - C - C -H
  |
H
  |
H
  |
H
  |
H
  |
H
 

pentan-3-ol
(3-pentanol)

  H
|
  H
|
  H
|
  H
|
 
H- C - C - C - C -OH
  |
H
  |
H-C-H
  |
H
  |
H
 
      |
H
         

3-methylbutan-1-ol
(3-methyl-1-butanol)

  H
|
  OH
|
  H
|
  H
|
 
H- C - C - C - C -H
  |
H
  |
H
  |
H-C-H
  |
H
 
          |
H
     

3-methylbutan-2-ol
(3-methyl-2-butanol)


Footnotes:

(1) The OH functional group in alkanols is called the hydroxy group or hydroxyl group.
While the IUPAC document refers to the hydroxy group, hydroxyl is also a possible name because of the retention of the unpaired electron on the oxygen atom.
Hydroxide is NOT a possible name for the OH group because the "ide" suffix refers to the gain of an electron, that is, it refers to the negatively charged OH- ion.
Note that when another functional group takes precedence over the OH functional group, the OH group is then named as the hydroxy group.