Tetralone

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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
ChemSpider	10273^N
Jmol-3D images	Image 1
SMILES C1CC2=CC=CC=C2C(=O)C1
InChI InChI=1S/C10H10O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-2,4,6H,3,5,7H2^N Key: XHLHPRDBBAGVEG-UHFFFAOYSA-N^N InChI=1/C10H10O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-2,4,6H,3,5,7H2 Key: XHLHPRDBBAGVEG-UHFFFAOYAD
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)
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 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.

Haworth reaction

The structural isomer 2-tetralone is also known.

Chemical structure of 2-tetralone

References

↑ α-Tetralone at Sigma-Aldrich
↑ Robert Downs Haworth (1932). "Syntheses of alkylphenanthrenes. Part I. 1-, 2-, 3-, and 4-Methylphenanthrenes". J. Chem. Soc.: 1125. doi:10.1039/JR9320001125.
↑ Name Reactions: A Collection of Detailed Reaction Mechanisms By Jie Jack Li Published 2003 Springer ISBN 3-540-40203-9

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