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1-Tetralone

1-Tetralone
Structural formula of 1-tetralone
Ball-and-stick model of the 1-tetralone molecule
Names
IUPAC name
3,4-Dihydro-2H-naphthalen-1-one
Other names
α-Tetralone; 1-Tetralone
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.692
PubChem CID
Properties
C10H10O
Molar mass 146.19 g·mol−1
Density 1.099 g/mL
Melting point 2 to 7 °C (36 to 45 °F; 275 to 280 K)
Boiling point 113 to 116 (6 mmHg)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

1-Tetralone is an organic chemical compound with the molecular formula C10H10O. It is a common intermediate in organic synthesis. It is a ketone derivative of tetralin, a hydrogenated derivative of naphthalene. A related compound is 2-tetralone.

1-Tetralone can be prepared by several methods. A typical methods involve intramolecular cyclisation of phenylbutyric acid.

The Haworth reaction is a classic method for the synthesis of tetralone.Benzene is reacted with succinic anhydride by a Friedel–Crafts acylation, the intermediate product is reduced and a second Friedel–Crafts acylation takes place upon the addition of acid.

1-Tetralone is a precursor to 1-naphthol by dehydrogenation:


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