Structure via PubChem · Public domain (PubChem)
indane
Sign in to saveAlso known as 2,3-dihydro-1H-indene, indan
Indane or indan is an organic compound with the formula C9H10. It is a colorless liquid hydrocarbon. It is a petrochemical, a bicyclic compound. It occurs at the level of about 0.1% in coal tar. Many modified indanes are known.
Chemical data
- Formula
- C9H10
- Molecular weight
- 118.18 g/mol
- IUPAC name
- 2,3-dihydro-1H-indene
- SMILES
- C1CC2=CC=CC=C2C1
- InChIKey
- PQNFLJBBNBOBRQ-UHFFFAOYSA-N
- XLogP
- 3.2
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 118.078
Show 7 more facts
- chemical formula
- C₉H₁₀
- canonical SMILES
- C1CC2=CC=CC=C2C1
- ionization energy
- 8.30
- Commons category
- Indane
- density
- 0.965
- melting point
- -51.0
- boiling point
- 177.97
via Wikidata · CC0
~3 min read
Article
4 sectionsContents
- Production of indane skeleton
- Derivatives
- See also
- References
Indane or indan is an organic compound with the formula C9H10. It is a colorless liquid hydrocarbon. It is a petrochemical, a bicyclic compound. It occurs at the level of about 0.1% in coal tar. Many modified indanes are known.
==Production of indane skeleton== Indane itself is usually produced by hydrogenation of indene. More complex indanes are produced by cyclization of phenylpropionic acid and related compounds under Friedel-Crafts reaction conditions. Such routes afford 1-indanone, which can be reduced to indanol or the indane. 2-Bromoaryl derivatives with unsaturated substituents undergo Heck reactions (palladium-catalyzed) involving formal loss of HBr and cyclization to indanes and indenes. Enantioselective routes to chiral indanes and indenes are also available. Routes to the hydroindanes are also relevant.