Nuclear Magnetic Resonance (NMR) Spectroscopy • Identify the environment of hydrogen and carbon atoms • Identify atom connectivity • Identify stereochemical relationships
An NMR Spectrometer
1H NMR of Acetone
1H NMR of Methyl Acetate
Electron Density Maps
Electron Shielding
1H NMR of Methyl Acetate
1H NMR of Ethyl Acetate 3 3 2
A Splitting Diagram for a Doublet of Doublets
The Difference between a Quartet and a Doublet of Doublets
Diamagnetic Anisotropy
Dry, ultra-pure ethanol Ethanol with trace acid
Common NMR Shifts
Common NMR Shifts
Putting It All Together
Putting It All Together
Putting It All Together
Four Similar Unknowns Molecular Ion = 74 [C4H10O]
Unknown #1 9 1
Unknown #2 6 2 1 1
Unknown #3 3 2 1 4
Unknown #4 1 7 2
Common 13C Chemical Shifts
Proton Decoupling
13C NMR of Ethyl Acetate
13C NMR of Ethyl Acetate
Can we identify this compound?
Can we identify this compound?
Can we identify this compound? 3 2 1 1 1
Can we identify this compound? 86 14 62 152