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Infrared Spectroscopy

Distinguishing compounds and following reactions by infrared

  • 3 things to know
  • Unit AS 2

Overview

Recall questions on showing that ethanol has been oxidised to ethanal or to ethanoic acid, distinguishing propan-2-ol from propanone and an acid from an ester, confirming hydrogenation and hydrolysis, the breathalyser and exhaust monitoring, and the advantages and the limitation of the technique.

What you need to know

Answer each one before you reveal it.

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Numbers

How can infrared spectroscopy distinguish propan-2-ol from propanone?

Numbers

How can infrared spectroscopy be used to distinguish ethylamine from ethanol?

Key term

How is infrared spectroscopy used to check the purity of a product?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    How would an infrared spectrum show that ethanol had been oxidised to ethanal?

    Model answer

    The broad O–H absorption between 3200 and 3600 cm⁻¹ would disappear and a strong C=O absorption would appear between 1650 and 1800 cm⁻¹.

  2. 2

    How would an infrared spectrum show that ethanol had been oxidised all the way to ethanoic acid?

    Model answer

    A strong C=O absorption would appear between 1650 and 1800 cm⁻¹, and the broad alcohol O–H band above 3200 cm⁻¹ would be replaced by the very broad acid O–H stretching from about 2500 to 3200 cm⁻¹.

  3. 3

    How can infrared spectroscopy distinguish propan-2-ol from propanone?

    Model answer

    Propan-2-ol shows a broad O–H absorption between 3200 and 3600 cm⁻¹ and no carbonyl peak, while propanone shows a strong C=O absorption between 1650 and 1800 cm⁻¹ and no O–H at all.

  4. 4

    How can infrared spectroscopy distinguish a carboxylic acid from an ester?

    Model answer

    Both show a C=O absorption between 1650 and 1800 cm⁻¹ and a C–O absorption between 1000 and 1300 cm⁻¹, but only the acid shows the very broad O–H absorption from about 2500 to 3200 cm⁻¹.

  5. 5

    How could infrared spectroscopy confirm that an alkene had been fully hydrogenated?

    Model answer

    The C=C absorption between 1600 and 1700 cm⁻¹ present in the starting material would be entirely absent from the spectrum of the product.

  6. 6

    How could infrared spectroscopy confirm that a halogenoalkane had been hydrolysed to an alcohol?

    Model answer

    The C–X absorption between 550 and 850 cm⁻¹ would disappear and be replaced by an O–H absorption between 3200 and 3600 cm⁻¹ together with a C–O absorption between 1000 and 1300 cm⁻¹.

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