Structure via PubChem · Public domain (PubChem)
indene
Also known as Indonaphthene
Indene is an aromatic, polycyclic hydrocarbon with chemical formula . It is composed of a benzene ring fused with a cyclopentene ring. This flammable liquid is colorless although samples often are pale yellow. The principal industrial use of indene is in the production of indene/coumarone thermoplastic resins. Substituted indenes and their closely related indane derivatives are important structural motifs found in many natural products and biologically active molecules, such as sulindac.
Chemical data
- Formula
- C9H8
- Molecular weight
- 116.16 g/mol
- IUPAC name
- 1H-indene
- SMILES
- C1C=CC2=CC=CC=C21
- InChIKey
- YBYIRNPNPLQARY-UHFFFAOYSA-N
- XLogP
- 2.9
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 116.063
Show 10 more facts
~2 min read
Article
6 sectionsContents
- Isolation
- Reactivity
- Applications
- See also
- References
- External links
Indene is an aromatic, polycyclic hydrocarbon with chemical formula . It is composed of a benzene ring fused with a cyclopentene ring. This flammable liquid is colorless although samples often are pale yellow. The principal industrial use of indene is in the production of indene/coumarone thermoplastic resins. Substituted indenes and their closely related indane derivatives are important structural motifs found in many natural products and biologically active molecules, such as sulindac.
==Isolation== Indene occurs naturally in coal-tar fractions boiling around 175–185 °C. It can be obtained by heating this fraction with sodium to precipitate solid "sodio-indene". This step exploits indene's weak acidity evidenced by its deprotonation by sodium to give the indenyl derivative. The sodio-indene is converted back to indene by steam distillation.