NMR Aromatic Proton Coupling: Doublet

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2495.

45
2486.60
•split by b (J ~9 J=8.85 Hz
NMR AROMATIC PROTON COUPLING
Hz, characteristic
OH
In aliphatic organic ortho)
compounds, the only coupling that
you need to worry about is from
adjacent protons (J =0 between any
Z EXPECTED PEAK:
doublet
non-adjacent protons)...
In aromatic compounds, Y a
however, significant splitting
does not only come from ortho J=9.14 Hz
protons coupled to each other, but •split by a (J ~9 J=2.04 Hz
c b

2221.43

2212.55
2223.73

2214.59
also from meta (even para) protons Hz, characteristic
due to conjugated π bonds. ortho)
Thus, coupling constants are •split by c (J ~2,
a helpful tool for deciphering
complicated aromatic regions, and
X characteristic meta)

are especially vital when the EXPECTED PEAK:


chemical shifts (δ ) between doublet of doublets
aromatic protons are uncertain or •split by b (J ~2,
overlapping. characteristic

2259.64
meta)

2257.44
J=2.20 Hz
Characteristic J constants
for: EXPECTED PEAK:
Ortho: ~6-9 Hz doublet
Meta: ~2-3 Hz
Para: ~0-1 Hz
(or pk. broadening)

*for further detail, please see G&M pg. 272-274.

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