Decahydronaphthalene

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Decalin
Decalin
IUPAC name 1,2,3,4,4a,5,6,7,8,8a-
decahydronaphthalene
Other names decalin
bicyclo[4.4.0]decane
Identifiers
CAS number [91-17-8]
SMILES C1CCC2CCCCC2C1
Properties
Molecular formula C10H18
Molar mass 138.25 g/mol
Appearance Clear, colorless liquid
Density 0.896 g/cm³
Melting point

racemate: −40 °C (−40 °F)
trans: −31 °C (−23 °F)
cis: −43 °C (−45 °F)

Boiling point

trans: 187 °C (369 °F)
cis: 196 °C (384 °F)

Solubility in water Insoluble
Hazards
MSDS Decalin MSDS
Flash point 57 °C
Autoignition
temperature
250 °C
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer 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 hydrogenation in a fused state in the presence of a catalyst. Decahydronaphthalene easily forms explosive organic peroxides upon storage in the presence of air.

[edit] Isomers

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

[edit] References