Indene
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| Indene | |
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| IUPAC name | 1H-indene |
| Identifiers | |
| CAS number | [95-13-6] |
| PubChem | |
| SMILES | C1C=CC2=CC=CC=C21 |
| Properties | |
| Molecular formula | C9H8 |
| Molar mass | 116.16 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Indene is a flammable polycyclic hydrocarbon with chemical formula C9H8. It is composed of a benzene ring fused with a cyclopentene ring and occurs as a colorless to pale yellow liquid. A principal industrial use of indene is in the production of indene/cumarone thermoplastic resins.
It is also known as benzocyclopentadiene, and occurs naturally in coal-tar fractions boiling around 175-185 °C. It can be obtained from this fraction by heating with sodium (indene is acidic), separating the solid sodio-indene, and recovering by steam distilling it.
Indene readily polymerises. Oxidation of indene with acid dichromate yields homophthalic acid.
It condenses with ethyl oxalate in the presence of sodium ethoxide to form indene-oxalic ester, and with aldehydes or ketones in the presence of alkali to form benzofulvenes. The latter are highly coloured.
[edit] See also
[edit] References
- W. v. Miller, Rohde (1889). "Zur Synthese von Indenderivaten". Berichte der deutschen chemischen Gesellschaft 22 (2): 1881–1886. doi:.
- W. v. Miller, Rohde (1890). "Zur Synthese von Indenderivaten". Berichte der deutschen chemischen Gesellschaft 23 (2): 1881–1886. doi:.
- W. v. Miller, Rohde (1890). "Zur Synthese von Indenderivaten". Berichte der deutschen chemischen Gesellschaft 23 (2): 1887–1902. doi:.
- Finar, Il (1985). Organic Chemistry. Longman Scientific & Technical. ISBN 0-582-44257-5.
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