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C32.1 Nuclear magnetic resonance (NMR) spectroscopy AQA A2 Chemistry C32 Structure Determination: Page No. 231
1 a A single peak
b Both carbon atoms are in exactly the same environment.
2 The upper one is propan-1-ol, as it three peaks because all three carbon atoms arc in difrerent environments. The lower one is propan-2-ol, as it has two peaks because there arc carbon atoms in just two different environments.
32.2 Proton NMR AQA A2 Chemistry C32 Structure Determination : Page No. 233
1 a Isomers have the same molecular formula but different arrangements of atoms in space.
b c i propan-1-ol 4
ii propan-2-ol? 3
d i propan-1-ol A3;B2;C2; D1
ii propan-2-ol? A6; B1; C1
e i Propan-1-ol D>C>B>A
ii propan-2-ol. C>B>A
32.3 Interpreting proton, IH, NMR spectra AQA A2 Chemistry C32 Structure Determination : Page No. 239
1 -
A is ethanol, B is methoxymethane.
b A: 4.5 is R-O-H, 3.7 is R-CH
2-0-, 1.2 is R-CH
3 B 3.3 is -O-CH
3 c A: 4.5, I; 3.7, 2; 1.2, 3. B: It is not possible to tell.
2 There is no spin-spin coupling because the two CH
3 groups are not on adjacent carbon atoms. Banner 2
Practice questions: Page No. 240-241
1 (a) (i) CDCl
3 or CD
2Cl
2 or C
6D
6 or CCl
4 (ii) 4
(iiiTriplet
(iv) 1,4-dichloro-2,2-dimethylbutane
(b) (i) (ii) 190–220 cm
-1 (iii) Hexane-2,5-dione
2 (a) J (acid) amide K (secondary) amine or amino
(b) (δ = ) 3.1–3.9 doublet OR duplet
(c (i) Solvent must be proton-free OR CHCl3 has protons or has H or gives a peak
(ii) CDCl3 is polar OR CCl4 is non-polar
(d) 11 OR eleven
(e) (i) Si(CH
3)
4 OR SiC
4H
12 (ii) a single number or a range within 21-25
(iii) (f) (i) NaBH
4 (ii) (iii) (Plane) polarised light OR light in a polarimeter Polarised light is not rotated or is unaffected
(iv) Advantages - Cheaper medicine due to cost or difficulty of separation or both can lower blood pressure
- OR more effective/beneficial with a reason
Disadvantages - May be side effects from one enantiomer in the mixture
- OR only half the product works or one enantiomer may be ineffective
- OR double dose required
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