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Mendeleev / Compounds / Benzene
Molecular compound · aromatic hydrocarbon

Benzene

C₆H₆

Benzene is C₆H₆, a planar six-membered aromatic ring. Its six π electrons are delocalized around the ring, so benzene is not accurately described as three permanently localized C=C bonds.

Drawing rule: the ring circle is a shorthand for delocalization, not a physical circular bond.
Essentials

The first idea is a six-carbon aromatic ring with delocalized π electrons.

A hexagon with a circle avoids choosing three permanent double bonds.

Benzene hexagon with circle representing delocalized pi electrons
Beginner view: one delocalized aromatic ring.
Implicit H

Each ring carbon carries one hydrogen.

Skeletal drawings suppress many carbon and hydrogen labels.

Detail

The source-derived skeletal structure encodes the same aromatic connectivity.

Chemistry software can draw alternating bonds or aromatic bonds; these represent one delocalized molecule.

Source-derived aromatic structure of benzene
Reference planar ring connectivity.
Resonance

Kekulé drawings are contributors, not switching molecules.

The measured ring has equivalent C–C bonds.

Read the formula

C6H6 is a compact statement of composition.

Subscripts count atoms in the chemical molecule. Atom percentages and mass percentages answer different questions because the constituent elements have different atomic masses.

6 Ccarbon atoms
6 Hhydrogen atoms

Percentages are calculated from standard relative atomic masses and rounded for display.

Understand

Aromaticity changes benzene's preferred reaction patterns.

Reactions that preserve or restore aromaticity are often favored over additions that permanently destroy the aromatic system.

Kekule contributors pointing to one resonance hybrid
Resonance represents one delocalized molecule.
Substitution

Electrophilic aromatic substitution replaces a ring H while restoring aromaticity.

The detailed mechanism depends on reagent.

Reference identifiers

Names and identifiers that pin down the chemical identity.

FormulaC₆H₆
CAS Registry Number71-43-2
PubChem CID241
Advanced

Push past the first model without losing the simple picture.

Are all six C–C bonds equivalent?

Yes, within benzene symmetry they are equivalent.

Is the ring circle literal?

No. It is a graphical shorthand for delocalized π electron density.

Does aromatic mean 'smells aromatic'?

No. Aromaticity is an electronic-structure concept.

Constituent elements

Connect the compound back to the periodic table.