1. Each set of chemically distinct hydrogens gives exactly one signal.
2. Hydrogens equivalent by symmetry resonate at the same frequency and count as one signal.
3. Free rotation of a methyl group averages its three hydrogens into a single environment.
4. A mirror plane can make hydrogens far apart in the structure chemically identical.
5. To count, group every hydrogen into sets sharing the same connectivity, then count the sets.
Summary
Signals = distinct H sets · symmetry makes H's equivalent · mirror plane, rotation, free rotation · equivalent H's = one signal · group, then count.
Quiz yourself
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Its two methyl groups are related by a mirror plane, so all 6 hydrogens are chemically equivalent and resonate together.
Three — the CH₃, the CH₂, and the OH are three different environments.
All four hydrogens are made equivalent by the molecule's symmetry, so they share one environment.
Two — one for the two equivalent methyl groups and one for the four equivalent aromatic hydrogens.
Draw this on the whiteboard
Open the OChem Board whiteboard — benzene rings, wedge/dash bonds, and a clickable periodic table built in. No account needed.