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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

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

159.8 °F - closed cup

Flash Point(C)

71 °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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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)
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)
Experimental and kinetic modeling study of tetralin pyrolysis at low pressure.
Li Y, et al.
Proceedings of the Combustion Institute, 34(1), 1739-1748 (2013)
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
Amrit Jalan et al.
The journal of physical chemistry. B, 117(10), 2955-2970 (2013-01-11)
Detailed kinetic models provide useful mechanistic insight into a chemical system. Manual construction of such models is laborious and error-prone, which has led to the development of automated methods for exploring chemical pathways. These methods rely on fast, high-throughput estimation
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