Skip to content
indane

Structure via PubChem · Public domain (PubChem)

EntityQ420109· pop 21· linked from 151 articles

Also 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

Has part
carbon
Mass
118.078
Show 8 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
different from
indene
Sources (3)

via Wikidata · CC0

~3 min read

Encyclopedic overview

4 sections
Contents
  • 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.

Excerpted from Wikipedia’s “indane” article, available under the CC BY-SA 4.0 licence.