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NMR Aromatic Proton Coupling: Doublet

1) In aromatic compounds, significant splitting occurs not only between ortho protons but also between meta and para protons due to conjugated pi bonds. 2) Coupling constants between protons are helpful for analyzing complicated aromatic regions of NMR spectra and distinguishing between overlapping peaks. 3) Typical coupling constants are ~6-9 Hz for ortho, ~2-3 Hz for meta, and ~0-1 Hz or peak broadening for para protons.

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Carlo Santos
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389 views1 page

NMR Aromatic Proton Coupling: Doublet

1) In aromatic compounds, significant splitting occurs not only between ortho protons but also between meta and para protons due to conjugated pi bonds. 2) Coupling constants between protons are helpful for analyzing complicated aromatic regions of NMR spectra and distinguishing between overlapping peaks. 3) Typical coupling constants are ~6-9 Hz for ortho, ~2-3 Hz for meta, and ~0-1 Hz or peak broadening for para protons.

Uploaded by

Carlo Santos
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Download as PDF, TXT or read online on Scribd
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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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