Aromatic compounds 1H coupling

All protons couple

Coupling constant decreases with range
3J > 4J > 5J
Ortho 5 9
Meta 1 3
Para 0 - 1

Substitution patterns can be judged by the

overall pattern of multiplets
Mono-substituted multiplet patterns 2 skewed
triplets

Clues:
H 6.5-8
integrate to 5H total
2triplets
Di-substitued aromatic systems:
Para multiplet patterns 2 doublets

X
additional
Clues: splitting of
doublet peaks
Both integrate to 2H longer range
H 6.5-8 coupling

Two doublets
Meta multiplet patterns large triplet, small
triplet, 2 doublets

Clues:
H 6.5-8
All integrate to 1H
2 doublets, 2 triplets one large J, one small J
Ortho multiplet patterns 2 doublets, 2
triplets

Clues:
H 6.5-8
All integrate to 1H
2 doublets, 2 triplets
Peaks merged
2H aromatic
Aromatic multiplets

Aromatic region: H 6.5-8

Can look broad and lumpy due to the complex
splitting
Mono-substituted - integrates to 5H
2 skewed triplets
Di-substituted compounds integrates to 4H
Para 2 doublets
Meta large triplet, small triplet, 2
doublets
Ortho 2 triplets 2 doublets
Assign the aromatic sections ( ~7) of the
NMR to the p, m or o isomers of
methoxyphenyl isocyanate

A O
O
C
1H 1H N

B
1H 2H 1H
C 1H 2H 1H
C11H15Cl