weirdfacts
Year 12 / Structural and stereoisomers

Same atoms. Different possibilities.

Structural isomers have the same molecular formula but different connectivity. Butane and 2-methylpropane are both C₄H₁₀. Stereoisomers share connectivity but differ in spatial arrangement.

A C=C bond prevents ordinary free rotation. Cis/trans isomerism requires each double-bond carbon to carry two different groups. But-2-ene has cis and trans forms; propene does not, because one alkene carbon has two hydrogens.

A tetrahedral carbon bonded to four different groups is a chiral centre. Its mirror-image arrangements can be non-superimposable. In a wedge–dash drawing, a solid wedge points towards the viewer and a dashed wedge away.

INTERACTIVE MODEL

Same connections. Different geometry.

CCCH₃HCH₃H
CH₃ groups are on the same side of C=C.

But-2-ene has two different groups on each double-bond carbon. Switching views compares isomers; it does not imply free rotation around C=C.

CH₃CH=CHCH₃ → cis-but-2-ene or trans-but-2-ene
Assumed knowledge

A single bond usually permits rotation; a double bond does not.

Learning checkpoints & sourceYOUR SYLLABUS CHECKPOINT
  • Distinguish structural, geometrical and optical isomers.
  • Identify a chiral carbon.
  • Apply cis/trans reasoning to simple alkenes.
QCAA Chemistry 2025 v1.3 · p. 39
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