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WAChemistryQuick questions

Unit 4: Organic Chemistry and Chemical Synthesis

Quick questions on Oxidation of alcohols: WACE Year 12 Chemistry

5short Q&A pairs drawn directly from our worked dot-point answer. For full context and worked exam questions, read the parent dot-point page.

What are the oxidising agents?
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The usual reagent is acidified potassium dichromate (K2Cr2O7\text{K}_2\text{Cr}_2\text{O}_7 in dilute sulfuric acid), which is orange and turns green as the chromium is reduced from +6+6 (orange dichromate) to +3+3 (green chromium(III)). Acidified potassium permanganate (KMnO4\text{KMnO}_4) can also be used; it is purple and turns colourless. The colour change is the visual evidence of oxidation.
What are primary alcohols?
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A primary alcohol oxidises in two stages:
What are secondary alcohols?
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A secondary alcohol oxidises to a ketone, which resists further oxidation because there is no hydrogen on the carbonyl carbon to remove. For example, propan-2-ol oxidises to propanone.
What are tertiary alcohols?
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A tertiary alcohol is not oxidised by acidified dichromate or permanganate. The carbon carrying -OH has no hydrogen, so there is nothing to remove, and the oxidant colour does not change. This lack of reaction is itself diagnostic.
What are distinguishing aldehydes from ketones?
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Because aldehydes can be oxidised further (to carboxylic acids) but ketones cannot, you can distinguish them with a mild oxidant. An aldehyde will reduce a mild oxidising agent, whereas a ketone will not react, which provides a chemical test to tell the two carbonyl families apart.

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