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456438

Sigma-Aldrich

1,2,3,4-Tetrahydronaphthalene

reagent grade, ≥97%

Synonym(s):

Tetralin solvent

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About This Item

Empirical Formula (Hill Notation):
C10H12
CAS Number:
119-64-2
Molecular Weight:
132.20
Beilstein:
1446407
EC Number:
204-340-2
MDL number:
MFCD00001733
UNSPSC Code:
12352002
PubChem Substance ID:
329756858
NACRES:
NA.21

grade

reagent grade

Quality Level

100

vapor density

4.55 (vs air)

vapor pressure

0.18 mmHg ( 20 °C)

Assay

≥97%

form

liquid

autoignition temp.

723 °F

expl. lim.

0.8 %, 100 °F
5 %, 150 °F

refractive index

n20/D 1.541 (lit.)

bp

207 °C (lit.)

mp

−35 °C (lit.)

density

0.973 g/mL at 25 °C (lit.)

SMILES string

C1CCc2ccccc2C1

InChI

1S/C10H12/c1-2-6-10-8-4-3-7-9(10)5-1/h1-2,5-6H,3-4,7-8H2

InChI key

CXWXQJXEFPUFDZ-UHFFFAOYSA-N

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General description

Tetralin is a bicyclic molecule composed of an aromatic moiety and an alicyclic moiety that share two carbon atoms in common. It is used as a hydrogen-donor solvent in coal liquefaction. Tetralin is also used to synthesize agricultural chemicals. Additionally, it is used as a degreaser and solvent for fats, resins, and waxes and as a substitute for turpentine in paints, lacquers, and shoe polishes.

Application

1,2,3,4-Tetrahydronaphthalene is used as a:
  • Hydrogen-donor solvent in the decarboxylation of oleic acid to produce diesel fuel hydrocarbons.
  • Hydrogen source for the hydrogenation of lignin-derived phenolic compounds.

Legal Information

Signal Word

Danger

Hazard Statements

H304,H315,H319,H351,H411

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2

Supplementary Hazards

EUH019

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Fullerene production in sooting flames from 1,2,3,4-tetrahydronaphthalene.
Alford JM, et al.
Carbon, 46(12), 1623-1625 (2008)
Activated carbon supported molybdenum carbides as cheap and highly efficient catalyst in the selective hydrogenation of naphthalene to tetralin.
Pang M, et al.
Green Chemistry, 14(5), 1272-1276 (2012)
The Low-Temperature Thermodynamic Properties of Naphthalene, 1-Methylnaphthalene, 2-Methylnaphthalene, 1,2,3,4-Tetrahydronaphthalene, trans-Decahydronaphthalene and cis-Decahydronaphthalene.
McCullough JP, et al.
The Journal of Physical Chemistry, 61(8), 1105-1116 (1957)
Hydrogen production from tetralin over microwave-accelerated Pt-supported activated carbon.
Suttisawat Y, et al.
International Journal of Hydrogen Energy, 35(12), 6179-6183 (2010)
J Sikkema et al.
Applied and environmental microbiology, 59(2), 567-572 (1993-02-01)
Corynebacterium sp. strain C125, originally isolated on o-xylene, was selected for its ability to grow on tetralin (1,2,3,4-tetrahydronaphthalene) as the sole source of carbon and energy. The catabolism of tetralin in Corynebacterium sp. strain C125 was shown to proceed via
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