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Decahydronaphthalene

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Decahydronaphthalene
Chemical name Decahydronaphthalene
Chemical formula C10H18
Molecular mass 138.25 g/mol
Melting point (-40)°C / (-40)°F
Boiling point 189-191 °C / 372-376°F
Density 0.90 g/cm3
CAS number 91-17-8
SMILES C12CCCCC1CCCC2
Chemical structure of decahydronaphthalene
[Chemical infoboxDisclaimer and references]

Decahydronaphthalene (also known as decalin, or as bicyclo[4.4.0]decane), a bicyclic organic compound, is an industrial solvent. A colorless liquid with an aromatic odor, it is used as a solvent for many resins. It is the saturated analog of naphthalene and can be prepared from it by hygrogenation in a fused state in the presence of a catalyst. Decahydronaphthalene easily forms explosive organic peroxides upon storage in the presence of air.

It occurs in cis and trans forms. The trans form is energetically more stable because of less steric interactions.

The cis (right) and trans-isomers of decahydronaphtalene.
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The cis (right) and trans-isomers of decahydronaphtalene.

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