Structure via PubChem · Public domain (PubChem)
decalin
Sign in to saveAlso known as bicyclo[4.4.0]decane, naphthane, perhydronaphthalene, decahydronaphthalene
Decalin (decahydronaphthalene, also known as bicyclo[4.4.0]decane and sometimes decaline), a bicyclic organic compound, is an industrial solvent. A colorless liquid with an aromatic odor, it is used as a solvent for many resins or fuel additives.
Chemical data
- Formula
- C10H18
- Molecular weight
- 138.25 g/mol
- IUPAC name
- 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene
- SMILES
- C1CCC2CCCCC2C1
- InChIKey
- NNBZCPXTIHJBJL-UHFFFAOYSA-N
- XLogP
- 4.6
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 138.141
Show 3 more facts
- canonical SMILES
- C1CCC2CCCCC2C1
- chemical formula
- C₁₀H₁₈
- Commons category
- Decalin
via Wikidata · CC0
~2 min read
Article
7 sectionsContents
- Isomers
- Synthesis
- Occurrence
- Reactions
- Safety
- See also
- References
Decalin (decahydronaphthalene, also known as bicyclo[4.4.0]decane and sometimes decaline), a bicyclic organic compound, is an industrial solvent. A colorless liquid with an aromatic odor, it is used as a solvent for many resins or fuel additives.
== Isomers == Decalin occurs in cis and trans forms. The trans form is energetically more stable because of fewer steric effects. cis-Decalin is a chiral molecule without a chiral center; it has a two-fold rotational symmetry axis, but no reflective symmetry. However, the chirality is canceled through a chair-flipping process that turns the molecule into its mirror image.