Which one of the of the following would not react with an acidified solution of potassium dichromate?

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Consider the chemistry of oxidizing alcohols with acidified potassium dichromate, a common test for primary, secondary, and tertiary alcohols.
Option a: Butan-2-ol is a secondary alcohol. Secondary alcohols are oxidized by acidified dichromate to ketones. In this case, it would be converted to a corresponding ketone (butanone), so a reaction is expected.
Option b: Butan-1-ol is a primary alcohol. Primary alcohols are oxidized by the same reagent first to an aldehyde and can further oxidize to a carboxylic acid under the conditions used. Therefore, a reaction is also expected.
Option c: Methylpropan-1-ol (isobutyl alcohol) is another primary alcohol. Like butan-1-ol, it undergoes oxidation first to an aldehyde and then to a carboxylic acid, so oxidation and a visible reaction are anticipated.
Option d: Methylpropan-2-ol is tert-butanol, a tertiary alcohol. Tertiary alcohols generally do not get oxidized by acidified potassium dichromate under standard conditions because there is no hydrogen on the carbon bearing the hydroxyl group to remove, and there’s no available carbon-hydrogen bond alpha to the hydroxyl-bearing carbon to facilitate oxidation. Consequently, no oxidation reaction occurs in this case.
In summary, options a, b, and c depict substrates that are oxidizable under these conditions, while option d represents a tertiary alcohol that typically shows no reaction with acidified dichromate, making it the exception in this set.

MUF0042 Chemistry Unit 2 - Semester 1, 2025 3.8 Quiz: Types of Reactions

Which one of the of the following would not react with an acidified solution of potassium dichromate?

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