Decahydronaphthalene

Chembox new
Name = Decalin
ImageFile = Decahydronaphthalene.png ImageName = Decalin
IUPACName = 1,2,3,4,4a,5,6,7,8,8a-
decahydronaphthalene
OtherNames = decalin
bicyclo [4.4.0] decane
Section1 = Chembox Identifiers
SMILES = C1CCC2CCCCC2C1
CASNo = 91-17-8
Section2 = Chembox Properties
Formula = C₁₀H₁₈
MolarMass = 138.25 g/mol
Appearance = Clear, colorless liquid
Density = 0.896 g/cm³
Refractive index = 1.481
Solubility = Insoluble
MeltingPt = racemate: −40 °C (−40 °F)
trans: −31 °C (−23 °F)
cis: −43 °C (−45 °F)
BoilingPt = trans: 187 °C (369 °F)
cis: 196 °C (384 °F)
Section7 = Chembox Hazards
ExternalMSDS = [http://www.jtbaker.com/msds/englishhtml/d0064.htm Decalin MSDS]
FlashPt = 57 °C
Autoignition = 250 °C

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.

Isomers

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

References