Tetralin
(Redirected from Darzens tetralin synthesis)
| Template:Chembox header | Tetralin | |
|---|---|
| Tetralin | |
| Template:Chembox header | General | |
| Systematic name | 1,2,3,4-tetrahydronaphthalene |
| Other names | naphthalene 1,2,3,4-tetrahydride Bacticin benzocyclohexane |
| Molecular formula | C10H12 |
| SMILES | C1CCC2=CC=CC=C2C1 |
| InChI | 1/C10H12/c1-2-6-10-8-4-3-7-9 (10)5-1/h1-2,5-6H,3-4,7-8H2 |
| Molar mass | 132.202 g/mol |
| Appearance | Clear, colorless liquid |
| CAS number | 119-64-2 |
| PubChem ID | 8404 |
| Template:Chembox header | Properties | |
| Density | 0.970 g/cm³ |
| Solubility in water | Insoluble |
| Melting point | -35.8 °C (-33 °F) |
| Boiling point | 206-208 °C (403-406 °F) |
| Template:Chembox header | Hazards | |
| MSDS | External MSDS |
| NFPA 704 | Template:NFPA 704 |
| Flash point | 77 °C |
| Autoignition temperature | 385 °C |
| Template:Chembox header | Except where noted otherwise, data are given for materials in their standard state (at 25°C, 100 kPa) Infobox disclaimer and references | |
Tetralin (1,2,3,4-Tetrahydronaphthalene) is a hydrocarbon having the chemical formula C10H12. This molecule is similar to the naphthalene molecular structure but where 2 of the double bonds are saturated. Its CAS number is 119-64-2.
The compound can be synthesized in a Bergman cyclization. In a classic named reaction called the Darzens tetralin synthesis (Auguste George Darzens (1867-1954), 1926) derivatives can be prepared by intramolecular ring-closing reaction of an 1-aryl-4-pentene with concentrated sulfuric acid,[1] or simply through the hydrogenation of napthalene in the presence of a platinum catalyst.