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beta-Tetralone

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beta-Tetralone Basic information

Product Name:
beta-Tetralone
CAS:
530-93-8
MF:
C10H10O
MW:
146.19
EINECS:
208-498-3
Mol File:
530-93-8.mol
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beta-Tetralone Chemical Properties

Melting point:
18 °C(lit.)
Boiling point:
131 °C11 mm Hg(lit.)
Density 
1.106 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.560(lit.)
Flash point:
>230 °F
storage temp. 
2-8°C
form 
Liquid or Low Melting Solid
color 
Clear pale yellow
Water Solubility 
insoluble
Sensitive 
Air Sensitive
BRN 
509386
InChIKey
KCKZIWSINLBROE-UHFFFAOYSA-N
CAS DataBase Reference
530-93-8(CAS DataBase Reference)
NIST Chemistry Reference
2(1H)-Naphthalenone, 3,4-dihydro-(530-93-8)
EPA Substance Registry System
2-Tetralone (530-93-8)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36
WGK Germany 
3
10
TSCA 
Yes
HS Code 
29143900

MSDS

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beta-Tetralone Usage And Synthesis

Chemical Properties

Liquid colorless to yellow

Uses

β-Tetralone is the 2-keto derivative of Tetralin. β-Tetralone was initially reported to be a metabolite of Tetralin but was later found to be just an artifact in the metabolism process. β-Tetralone is known to be biological marker in fossil fuels.

Purification Methods

If reasonably pure, then fractionate it through an efficient column. Otherwise purify it via the bisulfite adduct. To a solution of NaHSO3 (32.5g, 0.31mol) in H2O (57mL) is added 95% EtOH (18mL) and set aside overnight. Any bisulfite-sulfate that separated is removed by filtration, and the filtrate is added to the tetralone (14.6g, 0.1mol) and shaken vigorously. The adduct separates in a few minutes as a white precipitate and is kept on ice for ~3.5hours with occasional shaking. The precipitate is collected, washed with 95% EtOH (13mL), then with Et2O (4 x 15mL, by stirring the suspension in the solvent, filtering and repeating the process). The colourless product is dried in air and stored in air tight containers in which it is stable for extended periods (yield is ~17g). This bisulfite (5g) is suspended in H2O (25mL), and Na2CO3.H2O (7.5g) is added (pH of solution is ~10). The mixture is then extracted with Et2O (5 x 10mL, i.e. until the aqueous phase does not test for tetralone — see below). Wash the combined extracts with 10% aqueous HCl (10mL), H2O (10mL, i.e. until the washings are neutral), dry (MgSO4), filter, evaporate and distil the residual oil using a Claisen flask under reduced pressure and in a N2 atmosphere. The pure tetralone is a colourless liquid b 70-71o/0.25mm (see also above). The yield is ~2g. Tetralone test: Dissolve a few drops of the tetralone solution (ethereal or aqueous) in 95% EtOH in a test tube and add 10 drops of 25% NaOH down the side of the tube. A deep blue colour develops at the interface with air. [Soffer et al. Org Synth Coll Vol IV 903 1963, Cornforth et al. J Chem Soc 689 1942, UV: Soffer et al. J Am Chem Soc 1556 1952.] The phenylhydrazone has m 108o [Crawley & Robinson J Chem Soc 2001 1938]. [Beilstein 7 H 370, 7 II 295, 7 III 1422, 7 IV 1018.]

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beta-TetraloneSupplierMore

Aikon International Limited Gold
Tel:
18068836627 025-58859352-
Email:
lwan@aikonchem.com
J & K SCIENTIFIC LTD.
Tel:
400-666-7788 010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
INTATRADE GmbH
Tel:
+49 3493/605464
Email:
sales@intatrade.de
Alfa Aesar
Tel:
400-610-6006
Email:
saleschina@alfa-asia.com
TCI (Shanghai) Development Co., Ltd.
Tel:
021-67121386 / 800-988-0390
Email:
Sales-CN@TCIchemicals.com
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