Organic Chemistry Chapter 9 Solomons • Fryhle • Snyder ELEVENTH EDITION Solomons • Fryhle • Snyder Chapter 9 Nuclear Magnetic Resonance and Mass Spectrometry Copyright © 2014 by John Wiley & Sons, Inc. All rights reserved.

n = number of H atoms on carbons next door Peaks in a signal = n+1 (3 peaks means 2 H next door, 6 peaks means 5 H next door, etc.)

Spectrum for compound of the type X-CH2-CH2-CH2-X, where X is electronegative

Jab = Jbc

Gives two peaks (axial and equatorial) at low temp

13C NMR

Proton-decoupled 13C DEPT NMR

1H - 1H COSY NMR

Mass Spectrometry

Mass Spectrum of CH3F

Mass Spectrum for CH4 Showing 13CH4 at m/z 17

Mass Spectrum of C6H5Cl showing 35Cl M+ at m/z 112 and 37Cl M+ at m/z 114

Notice equal peak heights at m/z 170 and m/z 172 for two isotopes of Br

Mass Spectrum of 2-Chloropropane