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Organic Chemistry and Analysis

Oxidation and reduction of carbonyls, and the addition of HCN

  • 2 things to know
  • Components 02 and 03

Overview

Recall questions on [O] and [H] notation, oxidising an aldehyde, reducing an aldehyde and a ketone with NaBH₄, and the hydroxynitrile from HCN.

What you need to know

Answer each one before you reveal it.

Your recallNot started
Key term

Which ion oxidises aldehydes in acidic conditions, and what alcohols do NaBH₄ reduction of an aldehyde and a ketone give?

Process

By what mechanism does a carbonyl compound react with HCN, what happens after the cyanide ion attacks the carbonyl carbon, and which reagents reduce a nitrile to an amine?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    What reagent is used to oxidise aldehydes to carboxylic acids?

    Model answer

    Acidified potassium dichromate (K₂Cr₂O₇/H₂SO₄)

  2. 2

    In organic redox equations, what does the symbol [O] represent?

    Model answer

    An oxidising agent

  3. 3

    In organic redox equations, what does the symbol [H] represent?

    Model answer

    A reducing agent

  4. 4

    Which ion acts as the oxidising agent when aldehydes are oxidised in acidic solution?

    Model answer

    The dichromate ion, Cr₂O₇²⁻

  5. 5

    What type of reaction mechanism does NaBH₄ use to reduce carbonyl compounds to alcohols?

    Model answer

    Nucleophilic addition

  6. 6

    What type of alcohol is formed when an aldehyde is reduced by NaBH₄?

    Model answer

    A primary alcohol

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Foundations in Chemistry
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AThe first step is Cl• + O₃ → ClO• + O₂.
BThe second step is ClO• + O → Cl• + O₂.
CThe overall equation is O₃ + O → 2O₂.

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In ClO⁻, chlorine has oxidation number +1.
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