Chains Rings And Spectroscopy Sow

  • July 2019
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Chemistry A2 Marlborough School Scheme of Work

Chains, Rings and Spectroscopy Autumn Term – Marlborough School Syllabus Content 5.4.7 Spectroscopy Content • Review of appropriate material on infra-red spectroscopy from AS Chemistry – Module 2812: Chains and Rings, 5.2.5(f). • Mass spectrometry: molecular mass determination. • n.m.r. spectroscopy: structure elucidation. [In examinations, infra-red absorption data and n.m.r. chemical shift values will be provided on the Data Sheet (Appendix G).] Assessment outcomes Candidates should be able to: (a) use a simple infra-red spectrum to identify the presence of functional groups in a molecule (limited to alcohols (O−H), carbonyl compounds (C=O), carboxylic acids (COOH) and esters (COOR) (see also 5.2.5(f)). (b) use the molecular ion peak in a mass spectrum to determine the relative molecular mass of an organic molecule. (c) predict, from the high resolution n.m.r. spectrum of a simple molecule containing carbon, hydrogen and/or oxygen, (i) the different types of proton present from chemical shift values; (ii) the relative numbers of each type of proton present from the relative peak area; (iii) the number of protons adjacent to a given proton from the spin-spin splitting pattern, limited to splitting patterns up to a quadruplet only. (iv) possible structures for the molecule. (d) predict the chemical shifts and splitting patterns of the protons in a given molecule. Background theory will not be tested on examination papers: the emphasis is on the interpretation of spectra. Thus, candidates will not be tested on why nuclear magnetic resonance takes place, the reasons for different chemical shift values or why spin-spin

splitting occurs. The relative peak areas will be given on any provided spectra. For splitting patterns, the n + 1 rule can be used, where n is the number of H atoms on adjacent carbon atoms. Limited to singlet, doublet, triplet and quadruplet. (e) describe the use of D2O to identify the n.m.r. signal from –OH groups.

Chains, Rings and Spectroscopy Autumn Term - Marlborough School - Lesson Overview W eek 1

Lesson title

Syllabus link

Suggested Activities

IR

(a) use a simple infra-red spectrum to identify the presence of functional groups in a molecule (limited to alcohols (O−H), carbonyl compounds (C=O), carboxylic acids (COOH) and esters (COOR) (see also 5.2.5(f)).

2

Mass Spectroscopy

(b) use the molecular ion peak in a mass spectrum to determine the relative molecular mass of an organic molecule.

3

NMR Spectroscopy

(c) predict, from the high resolution n.m.r. spectrum of a simple molecule containing carbon, hydrogen and/or oxygen, (i) the different types of proton present from chemical shift values; (ii) the relative numbers of each type of proton present from the relative peak area; (iii) the number of protons adjacent to a given proton from the spin-spin splitting pattern, limited to splitting patterns up to a quadruplet only. (iv) possible structures for the molecule.

Revision of previous work on IR spectroscopy. The use of this to predict more complicated patterns (detailed lesson plan available) Revision of Mass spectroscopy and its use to determine isotopic mass. Explanation and examples of how this is used to calculate the mass of an organic molecule Introduction to Nmr and how the technique works, analysis of low intensity traces.

(d) predict the chemical shifts and splitting patterns of the protons in a given molecule. Background theory will not be tested on examination papers: the emphasis is on the interpretation of spectra. Thus, candidates will not be tested on why nuclear magnetic resonance takes place, the reasons for different chemical shift values or why spin-spin splitting occurs. The relative peak areas will be given on any provided spectra. For splitting patterns, the n + 1 rule can be used, where n is the number of H atoms on adjacent carbon atoms. Limited to singlet, doublet, triplet and quadruplet.

Homelearning Analysis of IR spectra questions

Mass spectrometer questions (taken from foundation)

NMR identification questions.

(e) describe the use of D2O to identify the n.m.r. signal from – OH groups.

4

NMR Spectroscopy again

(c) predict, from the high resolution n.m.r. spectrum of a simple molecule containing carbon, hydrogen and/or oxygen, (i) the different types of proton present from chemical shift values; (ii) the relative numbers of each type of proton present from the relative peak area; (iii) the number of protons adjacent to a given proton from the spin-spin splitting pattern, limited to splitting patterns up to a quadruplet only. (iv) possible structures for the molecule. (d) predict the chemical shifts and splitting patterns of the protons in a given molecule. Background theory will not be tested on examination papers: the emphasis is on the interpretation of spectra. Thus, candidates will not be tested on why nuclear magnetic resonance takes place, the reasons for different chemical shift values or why spin-spin splitting occurs. The relative peak areas will be given on any provided spectra. For splitting patterns, the n + 1 rule can be used, where n is the number of H atoms on adjacent carbon atoms. Limited to singlet, doublet, triplet and quadruplet. (e) describe the use of D2O to identify the n.m.r. signal from – OH groups.

5

Exam Preparation

Splitting patterns and analysis of high intensity patterns. Identifying possible structures Spectroscopy unifying questions.

Preparation for test

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