1,3-cyclohexadiene

1,3-Cyclohexadiene is an organic compound with the formula C₆H₈. It is a colorless liquid with a mild, pleasant odor. This compound is classified as a diene, which is a type of hydrocarbon that contains two carbon-carbon double bonds.

Structure and Properties

1,3-Cyclohexadiene is a six-membered ring molecule. The molecule is planar, and the carbon atoms are sp2 hybridized. The two double bonds are conjugated, meaning they are separated by a single bond. This conjugation results in a molecule that is more stable than it would be if the double bonds were isolated.

The molecular weight of 1,3-cyclohexadiene is 80.13 g/mol. It has a boiling point of 80-81°C and a melting point of -80.7°C. It is insoluble in water but soluble in most organic solvents.

Synthesis

1,3-Cyclohexadiene can be synthesized from benzene via a Birch reduction. This reaction involves the reduction of benzene with sodium in liquid ammonia, followed by protonation with an alcohol.

Uses

1,3-Cyclohexadiene is used as a building block in the synthesis of other organic compounds. It is also used in the production of resins, plastics, and rubber. In addition, it is used as a solvent in various industrial applications.

Safety

1,3-Cyclohexadiene is flammable and should be handled with care. It can cause skin and eye irritation, and prolonged exposure can lead to respiratory problems.

See Also

• Cyclohexene
• Cyclohexane
• Birch reduction

References

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