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What's in a Medicine?

Reading a spectrum, the fingerprint region and combining techniques

  • 1 thing to know
  • Components 01, 02 and 03

Overview

Recall questions on identifying a compound from its absorptions, following an oxidation by infrared, and why infrared is combined with other techniques.

What you need to know

Answer each one before you reveal it.

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Numbers

What do an absorption at 1745 cm⁻¹ and a broad one from 2500 to 3300 cm⁻¹ indicate, and how does the infrared spectrum change as ethanol is oxidised to ethanoic acid?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    Explain why a C=O absorption at 1725 cm⁻¹ alone does not identify the functional group.

    Model answer

    That value lies inside the aldehyde, ketone and carboxylic acid ranges at once, so other absorptions must be used to decide between them.

  2. 2

    A spectrum shows a strong absorption at 1745 cm⁻¹ and absorptions between 1000 and 1300 cm⁻¹, but nothing above 3000 cm⁻¹. Which functional group is present?

    Model answer

    An ester group is present, shown by the C=O near 1745 cm⁻¹ and the C–O absorption, with no O–H.

  3. 3

    A spectrum shows a very broad absorption from about 2500 to 3300 cm⁻¹ together with a strong absorption at 1710 cm⁻¹. Identify the functional group.

    Model answer

    The compound contains a carboxylic acid group.

  4. 4

    How would the infrared spectrum change as ethanol is oxidised to ethanoic acid?

    Model answer

    The broad O–H absorption shifts to the lower, wider 2500–3300 cm⁻¹ range and a new strong C=O absorption appears near 1700–1725 cm⁻¹.

  5. 5

    How would you use infrared spectroscopy to show that a primary alcohol has been oxidised only as far as the aldehyde?

    Model answer

    A C=O absorption in the 1720–1740 cm⁻¹ range would appear while the broad carboxylic acid O–H absorption below 3000 cm⁻¹ would be absent.

  6. 6

    In which range does the C≡N bond of a nitrile absorb?

    Model answer

    A nitrile absorbs between 2220 and 2260 cm⁻¹.

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