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429325

Sigma-Aldrich

1,2,3,4-Tetrahydronaphthalene

ReagentPlus®, 99%

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:
329756287
NACRES:
NA.21

vapor density

4.55 (vs air)

vapor pressure

0.18 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

99%

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

1,2,3,4-Tetrahydronaphthalene (Tetralin), a bicyclic hydrocarbon is a constituent of petroleum and coal tar. It is used in coal liquefaction and as an alternative to turpentine in paints and waxes. Degradation of tetralin by Corynebacterium sp. strain C125, and by pyrolysis have been reported. A study reports the transformation of naphthalene to tetralin in the presence of activated carbon supported molybdenum carbides. Dehydrogenation of tetralin by microwave heating in the presence of platinum-supported activated carbon has been investigated.

Application

1,2,3,4-Tetrahydronaphthalene may be used as a raw material in the synthesis of fullerenes.

Other Notes

May darken in storage

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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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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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