2-Tetralone
2-Tetralone is an organic chemical compound with the molecular formula C10H10O. This colourless oil is an intermediate in organic synthesis. It is a ketone derivative of tetralin, a hydrogenated derivative of naphthalene. A related compound is 1-tetralone.
Names | |
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IUPAC name
3,4-Dihydro-2(1H)-naphthalenone | |
Other names
β-Tetralone; 2-Tetralone | |
Identifiers | |
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ChemSpider | |
ECHA InfoCard | 100.007.727 |
EC Number |
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CompTox Dashboard (EPA) |
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Properties | |
C10H10O | |
Molar mass | 146.189 g·mol−1 |
Appearance | Colourless liquid |
Density | 1.106 g/mL |
Melting point | 18 °C (64 °F; 291 K) |
Boiling point | 70–71 °C (158–160 °F; 343–344 K) /0.25 mm |
in basic water | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
2-Tetralone is prepared by reductive cleavage of 2-naphthyl ethers.[1]
Applications
2-Tetralone is an intermediate in the synthesis of a variety of pharmaceutical drugs including L-687,384, nepinalone, napamezole,[2] spirodone, and trioxifene.
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References
- M. D. Soffer, M. P. Bellis, Hilda E. Gellerson, and Roberta A. Stewart "β-Tetralone" Org. Synth. 1952, 32, 97 doi:10.15227/orgsyn.032.0097
- Wentland, Mark P.; Bailey, Denis M.; Alexander, E. John; Castaldi, Michael J.; Ferrari, Richard A.; Haubrich, Dean R.; Luttinger, Daniel A.; Perrone, Mark H. (1987). "Synthesis and antidepressant properties of novel 2-substituted 4,5-dihydro-1H-imidazole derivatives". Journal of Medicinal Chemistry. 30 (8): 1482–1489. doi:10.1021/jm00391a034.
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