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Infrared functional groups

Each bond absorbs infrared light in its own region: a strong, sharp C=O near 1700–1750 cm−1, a broad O–H above 3200, a very broad acid O–H down to 2500, triple bonds near 2200 and C–O at 1000–1300; present and absent peaks together identify the functional groups.

Paper packet. Every task here also exists on screen, where it is checked automatically; answers written on paper are not assessed by Nydus. When you are back at a device, enter your answers there.

1. What you will learn

You will match bonds to absorption regions, identify the group behind a described peak, place a ketone's C=O on the scale, check which peaks a compound's bonds explain, and tell two isomers apart by IR.

2. What you already have

You can name a molecule's functional groups from its structure. Infrared spectroscopy runs the other way: it reads the groups from the molecule, by which bonds absorb which light.

3. Words for this lesson

An infrared spectrum plots how much light a sample absorbs against wavenumber, in cm−1. A peak or band is an absorption. A broad band is spread over hundreds of cm−1, usually from hydrogen bonding; a sharp peak is narrow.

4. Each bond has its place

A bond vibrates like two masses on a spring: the stiffer the spring and the lighter the masses, the higher the frequency, and the higher the wavenumber it absorbs.

BondRegion, cm−1Look
O–H, alcohol3200–3550strong, broad
O–H, carboxylic acid2500–3300very broad
N–H3300–3500medium
C–H2850–3100medium
C≡N, C≡C2100–2260medium
C=O1680–1750strong, sharp
C=C1620–1680medium
C–O1000–1300strong

Two peaks settle most questions. A strong, sharp peak near 1700–1750 means a C=O. A broad band above 3200 means an O–H; a band so broad it reaches down to 2500, together with a C=O, means a carboxylic acid.

Another way: steps

To read a spectrum:

  1. Look near 1700 cm−1: C=O or not?
  2. Look above 3200 cm−1: a broad O–H, an N–H, or nothing?
  3. Look near 2200 cm−1 for a triple bond.
  4. Check the rest fits.

5. Using absence as well as presence

A missing peak is as informative as a present one. Propanone and propan-1-ol are both C3; propanone shows a strong C=O at 1715 cm−1 and no O–H, propan-1-ol a broad O–H and no C=O. A single spectrum tells them apart. The region below 1500 cm−1, the fingerprint region, is crowded with bending vibrations and is used mainly to match a spectrum against a known one rather than to read groups off. The next lesson looks at what infrared cannot tell you.

6. Where this goes wrong

An IR peak alone supplies a complete molecular structure. It shows bonds, not the whole molecule.

Every peak above 3000 cm−1 is an O–H. C–H and N–H are there too; O–H is the broad one.

A C=O is an O–H. C=O is sharp near 1700 cm−1.

A missing peak tells you nothing. It rules a group out.

7. A spectrum with a broad band at 3400 and a strong peak at 1050 cm−1

  1. Broad at 3400 cm−1: an alcohol O–H.

    High and broad.

  2. Strong at 1050 cm−1: a C–O.

    Low region.

  3. Nothing near 1700 cm−1: no C=O. So the compound is an alcohol.

    Absence matters too.

8. Your turn: a sharp peak at 2250 cm−1 and nothing near 1700 or above 3200

  1. What bond absorbs at 2250 cm−1?

    A C≡N (or C≡C).

  2. Is there a C=O or an O–H?

  3. Your turn: work this step out. Its working is at the end of the packet.

    Neither: the compound is a nitrile such as ethanenitrile.

9. Guided practice

Match each bond to the region where it absorbs.

3200–3550 cm−1, broad2210–2260 cm−11680–1750 cm−1, strong1000–1300 cm−1
an alcohol O–H
C≡N
C=O
C–O

10. Guided practice

An infrared spectrum shows a medium, sharp peak at 2250 cm−1. Which functional group does it point to?

11. Practice

On a wavenumber scale from 1000 to 4000 cm−1, mark where the C=O of a simple ketone such as propanone absorbs.

1000 |——————————| 4000

Mark the position with a cross, then write the value:

12. Practice

A spectrum is claimed to be of ethanol, CH3CH2OH. Mark every peak that ethanol's bonds would explain.

This task has no paper form; do it on a device.

13. Somewhere new

A bottle is labelled either propan-1-ol or propanone. Its infrared spectrum has a strong, sharp peak at 1715 cm−1 and no broad band above 3200 cm−1. Which is it?

14. Lesson test

Lesson test: one question per skill, one attempt each, no hints. Your answers are checked when you submit.

15. Test question

Would the infrared spectrum of ethanoic acid, CH3COOH, show absorption in each region?

absorption expected
2500–3300 cm−1, very broad (O–H)
1680–1750 cm−1 (C=O)
2210–2260 cm−1 (C≡N)
1000–1300 cm−1 (C–O)

16. What you can do now

You can read functional groups off an infrared spectrum. Tell someone how IR tells propanone from propan-1-ol. Next: what an infrared spectrum cannot tell you.

Working for the steps left to you

8. Your turn: a sharp peak at 2250 cm−1 and nothing near 1700 or above 3200, step 3