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LO2-Determine the features of molecular structure through interpretation of infra red (IR) spectra. AC 2.1 Outline the principles behind IR spectroscopy AC 2.2 Interpret IR spectra to identify the functional groups present in organic molecules. 1. Summarise the principles behind infra red spectroscopy. 2. Below is an IR spectrum for an organic molecule 100 Transmittance/ SO 4000 3000 2000 1500 1000 500 Wavenumber/cm! 1) Explain why the region between 1000cm' and 1550cm' is described as the fingerprint region' ii) Identify the functional groups that could be responsible for the peaks in the non fingerprint region of the spectrum. ii) Is this is the spectrum of butan-2-ol or butanone? Explain your answer. 3. Explain how IR spectroscopy can be used to distinguish between alcohols, carboxylic acids and esters.
LO3- Use nuclear magnetic resonance (NMR) spectra to understand the features of molecular structure. AC 3.1 Outline the principles behind NMR spectroscopy. AC 3.2 Interpret proton/H* NMR spectra to propose the structure of organic molecules. 1. Summarise the principles behind 1H NMR spectroscopy. 2. a) What does the number of peaks on a 'H NMR spectrum correspond to? b) What does the area beneath the peaks on a 'H NMR spectrum correspond to? c) What molecule is used a reference and given a chemical shift of 0? d) What information does the chemical shift give about the hydrogen nuclei? 3. A compound with molecular formula C,H,O, generated the following peaks in its 'H NMR spectrum: Chemical shift Splitting Integration (ppm) factor Triplet 3 12.2 Quartet 2 11.8 Singlet 1 1.1 Use the data in the table (and on your data sheet) to identify the molecule. Include the displayed formula, link the H atom environments to the peaks on the spectrum and explain the splitting patterns. 4. Identify this molecule, (molecular formula C,H,O): Integration factors 1Η 3H 2H Chemical shift (ppm)
LO4 - Deduce the structures of organic molecules through analysis of data from a combination of spectroscopic techniques (mass spec. IR. NMR AC 4.1 Propose the structure of an organic molecule through interpretation of data from at least two types of spectral analysis. The empirical formula of an unknown organic compound is CH,O, the mass spectrum, infra red spectrum and Hnmr spectrum for the compound are below Analyse this information to suggest a structural formula for the compound name the compound Mess spectrum 4 31 IR Spectrum Trance 3000 1000 2000 IST Chemistry book boksches 'H NMR spectrum 31 8
'H NMR spectrum Lii 16 2. The empirical formula of an unknown compound is C,H,O, The mass spectrum of the molecule showed a molecular ion peak at miz = 102 The IR spectrum of the molecule showed a sharp absorption peak at 1750 cm.! The 'H NMR spectrum of the molecule showe** following peaks: Chemical shift|Sp integration factor (relative no. of protons) Triplet 13 Sextet 2 Triplet 2 Singlet 3 Use all of the information provided to deduce the structure of the molecule 10.8 1.1 2.3 3.7