1,3-cyclopentadiene

1,3-Cyclopentadiene is a chemical compound with the formula C5H6. This hydrocarbon molecule is notable for having a cyclical structure and two double bonds. It is a colorless liquid with a strong and unpleasant odor.

Structure and Bonding

1,3-Cyclopentadiene has a five-membered ring structure, similar to cyclopentane. However, unlike cyclopentane, it has two double bonds. These double bonds are located between the first and second, and third and fourth carbon atoms, hence the '1,3' in its name. The molecule is planar, with all the atoms lying in the same plane.

Synthesis

1,3-Cyclopentadiene can be synthesized from pentaerythritol, a compound commonly used in the production of alkyd resins. The process involves heating pentaerythritol with hydrochloric acid to produce 1,3-cyclopentadiene and three molecules of water.

Uses

1,3-Cyclopentadiene is used in the synthesis of dicyclopentadiene, a compound used in the production of epoxy resins. It is also used as a building block in the synthesis of other organic compounds.

Safety

1,3-Cyclopentadiene is a flammable liquid and its vapors can form explosive mixtures with air. It is harmful if swallowed, inhaled, or comes into contact with the skin. It is recommended to use personal protective equipment when handling this compound.

See Also

• Cyclopentane
• Pentaerythritol
• Dicyclopentadiene