Tetralone

Tetralone[1]
IUPAC name

3,4-dihydro-2H-naphthalen-1-one
Other names

α-Tetralone; 1-Tetralone
Identifiers
CAS number 529-34-0 Y
PubChem 10724
Jmol-3D images Image 1
Properties
Molecular formula C10H10O
Molar mass 146.19 g mol−1
Density 1.099 g/mL
Melting point

2–7 °C
Boiling point

113–116 °C (6 mmHg)
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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.

The Haworth reaction is a classic method for the synthesis of tetralone.[2][3] 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.

The structural isomer 2-tetralone is also known.

References

  1. ^ α-Tetralone at Sigma-Aldrich
  2. ^ Robert Downs Haworth (1932). "Syntheses of alkylphenanthrenes. Part I. 1-, 2-, 3-, and 4-Methylphenanthrenes". J. Chem. Soc.: 1125. doi:10.1039/JR9320001125. 
  3. ^ Name Reactions: A Collection of Detailed Reaction Mechanisms By Jie Jack Li Published 2003 Springer ISBN 3540402039