Cis-Decalin: Properties, Reactivity, and Applications in Organic Synthesis and Industrial Chemistry

cis-decalin

Hydrogen atoms at the bridgehead carbons are on the same face of the ringsnote that cis-decalin can undergo a ring flip while trans-decalin can’t

Cis-decalin is a cyclic hydrocarbon molecule that consists of two fused cyclohexane rings. It has the molecular formula C10H18 and a molecular weight of 138.25 g/mol. The term “cis” indicates that the two methyl groups attached to the cyclohexane rings are on the same side of the molecule, while in “trans” decalin, they would be on opposite sides.

Cis-decalin is a colorless liquid that is insoluble in water, but soluble in organic solvents such as ethanol, acetone, and benzene. It is commonly used as a solvent and a reaction intermediate in organic synthesis and industrial chemistry.

The two cyclohexane rings in cis-decalin are in a chair conformation, with each methyl group oriented in an equatorial position to minimize steric strain. The molecule exhibits a nonpolar character, due to the absence of polar functional groups.

In terms of reactivity, cis-decalin is relatively inert under most conditions, but can be oxidized by strong oxidizing agents such as potassium permanganate. It can also undergo hydrogenation or dehydrogenation reactions, depending on the conditions and catalyst used.

Understanding the properties and reactivity of cis-decalin is important for chemists working in areas such as organic synthesis, material science, and pharmaceuticals.

More Answers:

Exploring Chirality: The Importance of Handedness in Molecules and Objects
Exploring the Properties and Applications of Trans-Decalin: A Versatile Bicyclic Hydrocarbon Molecule
The Stability Difference between cis and trans Isomers of Decalin: Trans-Cis Isomerism Rule in Cyclic Compounds

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