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Presentation on theme: "chemistry/resource/res00001041/sp ectroscopy- videos#!cmpid=CMP00001768."— Presentation transcript:

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2 http://www.rsc.org/learn- chemistry/resource/res00001041/sp ectroscopy- videos#!cmpid=CMP00001768

3 The mass spectrometer can give information about the relative isotopic abundances of different elements

4 Antimony has two isotopes 121-Sb and 123-Sb. In a bullet at a crime scene there was a sample of antimony containing 57.3% 121-Sb and 42.7% 123-Sb. Calculate the relative atomic mass of the sample of antimony from the bullet.

5 This type of data may also be presented in graphical form from a mass spectrometer.

6 Tungsten 182183184185186 M/Z Relative abundance 1 2 3 4

7 Chlorine 3435363738 Relative atomic mass Relative abundance 1 2 3 4

8 Complete Question 1 and 2 on page 171

9 Complete the isotopes exam questions Finish for prep

10 What do you remember about mass spectrometry?

11 Make a spider chart on the uses of mass spectrometry

12 Identifying organic compounds Organic molecules do not hold charge well. The ions break up or fragment. They break into smaller ions and neutral fragments. They do this in regular patterns. i.e. the same molecule always fragments in the same way. This allows us to analyse them.

13 Mass spectrum of propan-1-ol

14 Mass Spectrum of ethanol Molecular ion: tells you the molecular mass of the whole compound.

15 Mass Spectrum of ethanol: Identify the fragments responsible for the following peaks: 46 45 31 29 15

16 + Possible fragments + + + + M + 46 29 45 15 31 + +

17 Identify the fragments responsible for the peaks at 15, 29 and 44 and thus identify this alkane.

18 Mass Spectrum of an alcohol. Identify the alcohol and draw structures for the fragment ions represented by the peaks at: 60, 59, 43, 31 and 29.

19 Possible fragments + + +++ M + 60 43 59 29 31 + +

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21 IR spectroscopy All molecules absorb Infra-red radiation The absorbed energy makes covalent bonds vibrate (bending or stretching)

22 All molecules absorb infrared radiation; absorbing energy makes the bonds vibrate. Every bond vibrates at its own frequency, dependant upon bond strength, bond length and the mass of atoms involved in bond. STRETCHING BENDING

23 http://www.rsc.org/learn- chemistry/resource/res00001041/spectroscop y-videos#!cmpid=CMP00001771

24 How IR spectroscopy works… Shine a range of IR frequencies, one at a time through a sample of organic compound and at some of the frequencies the energy will be absorbed. A detector on the other side of the sample would show that some frequencies are absorbed whilst others are not.

25 If a particular frequency is being absorbed as it passes through the compound being investigated, it must mean that its energy is being transferred to the compound. Energies in infra-red radiation correspond to the energies involved in bond vibrations.

26 Bend and Stretch In covalent bonds, atoms aren't joined by rigid links; the two atoms are held together because both nuclei are attracted to the same pair of electrons. The two nuclei can vibrate backwards and forwards - towards and away from each other - around an average position.

27 Fingerprint regions You must be able to identify the following peaks. – C-H in alkanes/alkenes/aldehydes – O-H in alcohols/carboxylic acids – N-H in amines – C=O in aldehydes and ketones – C-X in halogenoalkanes You will have data books in exam, if required.

28 http://www.rsc.org/learn- chemistry/resource/res00000059/in fra-red-spectrometer http://www.rsc.org/learn- chemistry/resource/res00000059/in fra-red-spectrometer

29 C-O in alcohols, esters & carboxylic acids1000-1300 C=O in aldehydes and ketones1640-1750 C-H in alkanes/alkenes/aldehydes2850-3100 O-H in carboxylic acids2500-3300 (very broad) O-H in alcohols/carboxylic acids3200-3550 (broad) Identify the group next to the yellow box using the key below.

30 C-O in alcohols, esters & carboxylic acids1000-1300 C=O in aldehydes and ketones1640-1750 C-H in alkanes/alkenes/aldehydes2850-3100 O-H in carboxylic acids2500-3300 (very broad) O-H in alcohols/carboxylic acids3200-3550 (broad) Identify the groups next to the yellow boxes using the key below.

31 C-O in alcohols, esters & carboxylic acids1000-1300 C=O in aldehydes, ketones & carboxylic acids1640-1750 C-H in alkanes/alkenes/aldehydes2850-3100 O-H in carboxylic acids2500-3300 (very broad) N-H in amines/amides3200-3500 O-H in alcohols/carboxylic acids3200-3550 (broad)

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33 Whiteboard quiz

34 Quiz 1) Identify the species responsible for the peak at m/z = 29

35 2) Structural formula of 1- chlorobutane

36 3) What is the mass of the molecular ion?

37 4) Skeletal formula of ethanol

38 5) How do you get from an alcohol to a carboxylic acid?

39 6) What is missing?

40 C-O in alcohols, esters & carboxylic acids1000-1300 C=O in aldehydes and ketones1640-1750 C-H in alkanes/alkenes/aldehydes2850-3100 O-H in carboxylic acids2500-3300 (very broad) O-H in alcohols/carboxylic acids3200-3550 (broad) 7) Identify the group next to the yellow box.

41 8) Draw the mechanism for the reaction of ethene with Hydrogen Bromide


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