Interpreting NMR Spectra Calculate elements of unsaturation (1/2(2C+2-H), ignore O, halogens count as H’s Count number of signals (equals number of types of H) Check integration to determine ratio of types of H Check splitting to determine connectivity Use chemical shift table to identify types of H Work out fragments Assemble fragments, remembering rules of bonding Check result to make sure it matches formula and number of types of H.

Signal a, 4 Units Septet, 1.34 ppm Signal b, 12 units Triplet, 0.91 ppm C 3 H 8 EoU=0 2 signals, 2 types of H Ratio is 1:3 or 2:6 a is a septet, so 6 H’s adjacent b is a triplet, so 2 H’s adjacent a is at 1.3 ppm: CH 2 ? b is at 0.9 ppm: CH 3 ? Structure is CH 3 CH 2 CH 3

C 4 H 8 O 2, EoU=1 a, quartet 4 units b, singlet 6 units c, triplet 6 units 3 signals, 3 types of H Ratio is 4:6:6 (or 2:3:3) a is a quartet, adjacent to 3H b is a singlet, adjacent to 0H c is a triplet, adjacent to 2H a at 4.1 ppm, CH 2 O? b at 2.0 ppm, CH 3 C=O? c at 1.4 ppm, CH 3 ? Structure is CH 3 C(O)OCH 2 CH 3

Magnetic Sector Mass Spectrometer

Important Isotopes

Isotopes in MS

Branched Hydrocarbons The MS for branched saturated hydrocarbons are similar, except certain fragments become more prominent.

IR Spectrometer Lightsource, sample, wavelength selector, detector CW and FT