1-Tetralone

1-Tetralone^[1]

Names
IUPAC name 3,4-Dihydro-2H-naphthalen-1-one
Other names α-Tetralone; 1-Tetralone
Identifiers
CAS Number	529-34-0 Y
3D model (Jmol)	Interactive image
ChemSpider	10273 N
ECHA InfoCard	100.007.692
PubChem	10724
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
SMILES C1CC2=CC=CC=C2C(=O)C1
Properties
Chemical formula	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).
N verify (what is YN ?)
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.

Preparation

1-Tetralone can be prepared by several methods. A typical methods involve intramolecular cyclisation of phenylbutyric acid.^[2]

The Haworth reaction is a classic method for the synthesis of tetralone.^[3][4] 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

Use

1-Tetralone is a precursor to 1-naphthol by dehydrogenation:^[5]

C₁₀H₁₀O → C₁₀H₇OH + H₂

References