PRODUCTS

TETRALIN

CAS Number: 119-64-2
Molecular Formula: C10H12
Molecular Mass: 132.202

Tetralin (1,2,3,4-tetrahydronaphthalene) is a hydrocarbon having the chemical formula C10H12.
Tetralin is a partially hydrogenated derivative of naphthalene.
Tetralin is a colorless liquid that is used as a hydrogen-donor solvent.

Tetralin is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 to < 10 000 tonnes per annum.
Tetralin is used in formulation or re-packing, at industrial sites and in manufacturing.

Tetralin is a hydrocarbon having the chemical formula C10H12.
Tetralin is similar to the naphthalene chemical structure except that one ring is saturated.

Tetralin can be synthesized in a Bergman cyclization.
In a classic named reaction called the Darzens tetralin synthesis derivatives can be prepared by intramolecular ring-closing reaction of an 1-aryl-4-pentene with concentrated sulfuric acid, or simply through the hydrogenation of naphthalene in the presence of a platinum catalyst.

Tetralin (1,2,3,4-tetrahydronaphthalene) is a hydrocarbon having the chemical formula C10H12.
Tetralin is similar to the naphthalene chemical structure except that one ring is saturated.

Tetralin is used as a solvent.
Tetralin is also used for the laboratory synthesis of dry HBr gas.

Tetralins (tetrahydronaphthalenes) are found in many bioactive molecules and the potent biological properties of compounds possessing a tetralin and an oxindole hybrid core are easy to imagine.
However, to our surprise, very few synthetic methods have been reported for tetralin-fused spirooxindoles, especially for a spirooxindole unit at the 2-position of the tetralin core.

Physical Description of Tetralin:
Tetrahydronaphthalene appears as a light colored liquid.
Tetralin may be irritating to skin, eyes and mucous membranes.

Tetralin is a potent antagonist of bacterial fatty acid synthase, which is the key enzyme in the biosynthesis of fatty acids.
Tetralin has been shown to be effective against wild-type strains and mutant strains of Escherichia coli, Salmonella typhimurium, and Staphylococcus aureus.

Tetralin has also been shown to be an antihypertensive compound with a kinetic mechanism that is not yet understood.
The chemical reactions involved in the synthesis of tetralin are most likely due to Tetralin chiral nature.

Tetralin can also be synthesized by asymmetric synthesis using a surface methodology.
Tetralin has been shown to have no carcinogenic effects in rodent studies.

Tetralin and benzodioxans:
Tetralin (TET), 1,4-benzodioxan (14BZD), and 1,3-benzodioxan (13BZN) are all analogous to the cyclohexene family of molecules and hence have twisted structures with high barriers to planarity.
Because of their low vapor pressures, they have not been studied by far-infrared spectroscopy, but their S0 vibrational data have been obtained using SVLF spectra of the jet-cooled molecules and high-temperature vapor-phase Raman spectra.

Uses of Tetralin:
Tetralin is used as degreasing agent.
Solvent for naphthalene, fats, resins, oils, waxes, used instead of turpentine in lacquers, shoe polishes, floor waxes.

The simultaneous cracking of butylbenzene principally produced benzene.
The reaction rate in the ring-opening of tetralin was considerably high on strong Brønsted acid sites in the 12-ring of the *BEA zeolite.
The amount of Brønsted acid sites on the *BEA zeolite increased the tetralin conversion but did not affect the selectivity to the products.

In tetralin conversion, MOR and FAU zeolites formed more methylindane and naphthalene as by-products, respectively.
Methylindane was produced on weak Brønsted acid sites through ring-contraction of tetralin, and naphthalene was formed on Lewis acid sites through dehydrogenation.
The influences of the reaction conditions on the catalytic activity in tetralin conversion were also investigated.

The contact time increased the conversion, but hardly affected the selectivities to the products.
The total pressure also improved the catalytic activity.

The pressurized hydrogen decreased the selectivity for methylindane, while Tetralin increased for benzene and Tetralin derivatives.
At 573 K, the selectivities to benzene and Tetralin derivatives were high, but the reaction temperature increased the selectivity to the by-products.

Tetralin is used as a hydrogen-donor solvent, for example in coal liquifaction.
Tetralin functions as a source of H2, which is transferred to the coal.

The partially hydrogenated coal is more soluble.
Tetralin has been used in sodium-cooled fast reactors as a secondary coolant to keep sodium seals around pump impellers solidified.
However Tetralin use has been superseded by NaK.

Tetralin is also used for the laboratory synthesis of HBr:
C10H12 + 4 Br2 → C10H8Br4 + 4 HBr

The facility of this reaction is in part a consequence of the moderated strength of the benzylic C-H bonds.

Uses at industrial sites of Tetralin:
Tetralin is used in the following products: coating products, leather treatment products, polymers and heat transfer fluids.
Tetralin has an industrial use resulting in manufacture of another substance (use of intermediates).

Tetralin is used for the manufacture of: chemicals, textile, leather or fur, rubber products and .
Release to the environment of Tetralin can occur from industrial use: in processing aids at industrial sites, as an intermediate step in further manufacturing of another substance (use of intermediates) and of substances in closed systems with minimal release.

Formulation or re-packing of Tetralin:
Tetralin has an industrial use resulting in manufacture of another substance (use of intermediates).
Release to the environment of Tetralin can occur from industrial use: formulation of mixtures.

Properties of Tetralin:
Tetralin is Liquid.
Odor resembling that of a mixture of benzene and menthol.
Volatile with steam.

Flash point, open cup 171°F (77°C), closed cup 180°F (82°C).
Insol in water.

Miscible with ethanol, butanol, acetone, benzene, ether, chloroform, petr ether, Decalin.
Soluble in methanol: 50.6% w/w.

Prolonged, intimate contact with air may cause the formn of tetralin peroxide which may cause explosion of tetralin distn residues.
Peroxide formn is prevented by the addn of an antioxidant, such as hydroquinone.
LD50 orally in rats: 2.86 g/kg (Smyth).
Melting point: mp -31.0°

Manufacture of Tetralin:
Release to the environment of Tetralin can occur from industrial use: manufacturing of Tetralin.

Production of Tetralin:
Tetralin is produced by the catalytic hydrogenation of naphthalene.
Although nickel catalysts are traditionally employed, many variations have been evaluated.

Over-hydrogenation converts tetralin into decahydronaphthalene (decalin).
Tetralin is rarely encountered is dihydronaphthalene (dialin).

Laboratory methods of Tetralin:
In a classic named reaction called the Darzens tetralin synthesis, named for Auguste Georges Darzens (1926), derivatives can be prepared by intramolecular electrophilic aromatic substitution reaction of a 1-aryl-4-pentene using concentrated sulfuric acid.

Safety of Tetralin:
LD50 (rats, oral) is 2.68 g/kg.
Tetralin induces methemoglobinemia.

Identifiers of Tetralin:
CAS Number: 119-64-2
ChEBI: 35008
ChemSpider: 8097
ECHA InfoCard: 100.003.946
KEGG: C14114
PubChem CID: 8404
UNII: FT6XMI58YQ
CompTox Dashboard (EPA): DTXSID1026118

IUPAC Name: 1,2,3,4-tetrahydronaphthalene
Alternative Names: 1,2,3,4-Tetrahydronaphthalene
Molecular Formula: C10H12
Molar Mass: 132.206 g/mol
InChI: 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

Product Code: FT46025
Synonyms: 1,2,3,4-Tetrahydronaphthalene
CAS Number: 119-64-2
Chemical Formula: C10H12
Molecular Weight: 132.20
Appearance: Colourless to pale yellow liquid
Purity (GC): min 95%

CAS Registry Number: 119-64-2
CAS Name: 1,2,3,4-Tetrahydronaphthalene
Trademarks: Tetranap
Molecular Formula: C10H12
Molecular Weight: 132.20
Percent Composition: C 90.85%, H 9.15%

Properties of Tetralin:
Chemical formula: C10H12
Molar mass: 132.206 g·mol−1
Appearance: colorless liquid with an odor similar to naphthalene
Density: 0.970 g/cm3
Melting point: −35.8 °C (−32.4 °F; 237.3 K)
Boiling point: 206 to 208 °C (403 to 406 °F; 479 to 481 K)
Solubility in water: Insoluble
Viscosity: 2.02 cP at 25 °C

Physical State: Liquid
Storage: Store at room temperature
Melting Point: -35.8° C
Boiling Point: 309° C

Molecular Weight: 132.20
XLogP3: 3.5
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 0
Rotatable Bond Count: 0
Exact Mass: 132.093900383
Monoisotopic Mass: 132.093900383
Topological Polar Surface Area: 0 Å²
Heavy Atom Count: 10
Complexity: 92.6
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

Specification of Tetralin:
Specific Gravity: 0.970 - 0.975
Appearance: Clear to pale yellow oily liquid
Content: 94.0% max
Naphthalene: 2.0% max
Decalin: 1.0% max
Water: 0.1% max
Boiling Point: 205 - 208 C
Melting Point: -36 ~ -35 C
Vapor Density: 4.6
Autoignition: 385 C
Refractive Index: 1.5410 - 1.5411
Flash Point: 77 C
Stability: Tetralin is stable under normal conditions.
Tetralin is air sensitive.

Product Line: Tetralin
Density: 0.973 g/mL (at 25°C)
Linear Formula: C10H12
Percent Purity: ≥99.5% (GC)
Grade: Analytical Standard
Physical Form: Neat

Names of Tetralin:

CAS names of Tetralin:
Naphthalene
1,2,3,4-tetrahydro-

Regulatory process names of Tetralin:
1,2,3,4-tetrahydronaphthalene

Translated names of Tetralin:
1,2,3,4-tetrahidronaftalen (hr)
1,2,3,4-tetrahidronaftalen (sl)
1,2,3,4-tetrahidronaftalenas (lt)
1,2,3,4-tetrahidronaftaleno (es)
1,2,3,4-tetrahidronaftaleno (pt)
1,2,3,4-tetrahidronaftalin (hu)
1,2,3,4-tetrahidronaftalina (ro)
1,2,3,4-tetrahidronaftalīns (lv)
1,2,3,4-tetrahydronaftaleen (nl)
1,2,3,4-tetrahydronaftaleeni (fi)
1,2,3,4-tetrahydronaftalen (cs)
1,2,3,4-tetrahydronaftalen (no)
1,2,3,4-tetrahydronaftalen (pl)
1,2,3,4-tetrahydronaftalen (sv)
1,2,3,4-tetrahydronaftalén (sk)
1,2,3,4-tetrahydronaphtalen (da)
1,2,3,4-Tetrahydronaphthalin (de)
1,2,3,4-Tetrahüdronaftaleen (et)
1,2,3,4-tetraidronaftalene (it)
1,2,3,4-tétrahydronaphtalène (fr)
1,2,3,4-τετραϋδροναφθαλένιο (el)
1,2,3,4-тeтрахидронафталeн (bg)
tetralina (pl)

Trade names of Tetralin:
tetralinova frakce
tetralín

IUPAC names of Tetralin:
1,2,3,4-tetrahydronaphthalene
1,2,3,4-tetrahydronaphtalene
1,2,3,4-Tetrahydronaphthalene
1,2,3,4-tetrahydronaphthalene
1,2,3,4-tetrahydronaphthalene
1,2,3,4-Tetrahydronaphthalin
Tetrahydronaphthalene

Preferred IUPAC name of Tetralin:
1,2,3,4-Tetrahydronaphthalene

Other names of Tetralin:
1,2,3,4-Tetrahydronaphthalene
Benzocyclohexane
NSC 77451
Tetrahydronaphthalene
Tetranap

Other identifiers of Tetralin:
119-64-2
601-045-00-4

Synonyms of Tetralin:
1,2,3,4-Tetrahydronaphthalene
TETRALIN
119-64-2
Benzocyclohexane
Tetrahydronaphthalene
Bacticin
Tetraline
Tetranap
Naphthalene, 1,2,3,4-tetrahydro-
Tetralina
Naphthalene, tetrahydro-
Naphthalene 1,2,3,4-tetrahydride
tetralene
UNII-FT6XMI58YQ
NSC 77451
(C4-C5) Alkyltetrahydronaphthalenes
FT6XMI58YQ
Naphthalene, 1,2,3,4-tetrahydro-, C1-4-alkyl derivs.
CHEBI:35008
1,2,3,4-tetrahydro-naphthalene
MFCD00001733
DSSTox_CID_6118
DSSTox_RID_78023
DSSTox_GSID_26118
68412-24-8
Tetralina [Polish]
Caswell No. 842A
CAS-119-64-2
CCRIS 3564
HSDB 127
delta(sup 5,7,9)-naphthantriene
EINECS 204-340-2
1,2,3,4-Tetrahydronaphthalene, reagent grade, >=97%
EPA Pesticide Chemical Code 055901
AI3-01257
Tetralin solvent
EINECS 270-178-4
bmse000530
EC 204-340-2
NCIOpen2_000650
1,3,4-Tetrahydronaphthalene
1,2,3,4-tetrahydronapthalene
5,6,7,8-tetrahydronaphthalene
CHEMBL1575635
DTXSID1026118
Naphthalene 1,3,4-tetrahydride
WLN: L66 & TJ
1,2,3,4 Tetrahyclronaphthalene
.delta.(5,7,9)-Naphthantriene
.delta.(sup 5,9)-Naphthantriene
Naphthalene-1,2,3,4-tetrahydride
NSC77451
ZINC8437660
Tox21_201793
Tox21_303325
NSC-77451
STL264224
.delta.(sup 5,7,9)-Naphthantriene
AKOS000121383
LS40429
MCULE-8327072794
NCGC00091744-01
NCGC00091744-02
NCGC00256948-01
NCGC00259342-01
I899
FT-0654145
T0107
T0713
1,2,3,4-tetrahydronaphthalene, Tetralin, THN
1,2,3,4-Tetrahydronaphthalene, anhydrous, 99%
Q420416
1,2,3,4-Tetrahydronaphthalene, analytical standard
W-108503
1,2,3,4-Tetrahydronaphthalene, ReagentPlus(R), 99%
F1908-0164
1,2,3,4-Tetrahydronaphthalene, Vetec(TM) reagent grade, 98%
1,2,3,4-Tétrahydronaphtalène [French] [ACD/IUPAC Name]
1,2,3,4-Tetrahydronaphthalen
1,2,3,4-Tetrahydronaphthalene [ACD/IUPAC Name]
1,2,3,4-Tetrahydronaphthalin [German] [ACD/IUPAC Name]
119-64-2 [RN]
1446407 [Beilstein]
204-340-2 [EINECS]
FT6XMI58YQ
MFCD00001733 [MDL number]
Naphthalene, 1,2,3,4-tetrahydro- [ACD/Index Name]
tetrahydronaphthalene
Tetralin [Wiki]
Tetralin(R) solvent
Tetralina [Polish]
Tetraline [Dutch]
Tétraline [French]
四氢化萘 [Chinese]
[119-64-2] [RN]
1,2,3, 4-Tetrahydronaphthalene
1,2,3,4-Tetrahydronaphthalene 10 µg/mL in Methanol
1,2,3,4-tetrahydronaphthalene(tetralin)
1,2,3,4-tetrahydronaphthalene, Tetralin, THN
1,2,3,4-Tetrahydronaphthalene;Tetralin
1,2,3,4-TETRHYDRONAPHTHALENE
204-340-2MFCD00001733
270-178-4 [EINECS]
68412-24-8 [RN]
benzocyclohexane
C095210
EINECS 204-340-2
EINECS 270-178-4
naphthalene 1,2,3,4-tetrahydride
NAPHTHALENE, TETRAHYDRO-
Naphthalene-1,2,3,4-tetrahydride
pWLN: L66 & TJ
teteralin
tetralene
Tetralin(TM) solvent
Tetralin?
Tetralina
Tetralina [Polish]
Tetraline
Tetrana
TETRANAP
THN
UNII:FT6XMI58YQ
UNII-FT6XMI58YQ
WLN: L66 & TJ
δ(5,7,9)-Naphthantriene
δ(sup 5,7,9)-naphthantriene
δ(sup 5,7,9)-Naphthantriene
2'-acetonaphthone, 5',6', 7',8'-tetrahydro-3',5',5',6',8',8'-hexamethyl-
2'-acetonaphthone, 5',6',7',8'-tetrahydro-3',5',5',6',8',8'-hexamethyl-
acetyl hexamethyl tetralin
6-acetyl-1,1,2,4,4,7-hexamethyl tetralin
6-acetyl-1,1,2,4,4,7-hexamethyl-1,2,3,4-tetrahydronaphthalene
6-acetyl-1,1,2,4,4,7-hexamethyltetralin
7-acetyl-1,1,3,4,4,6-hexamethyl tetrahydronaphthalene
7-acetyl-1,1,3,4,4,6-hexamethyl tetralin
7-acetyl-1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene
7-acetyl-1,1,3,4,4,6-hexamethyltetrahydronaphthalene
7-acetyl-1,1,3,4,4,6-hexamethyltetralin
6-acetyl-1,2,3,4-tetrahydro-1,1,2,4,4,7-hexamethyl naphthalene
6-acetyl-1,2,3,4-tetrahydro-1,1,2,4,4,7-hexamethylnaphthalene
AHMT
ethanone, 1- (5,6,7,8-tetrahydro-3,5,5,6,8, 8-hexamethyl-2-naphthalenyl)-
ethanone, 1-(5,6,7,8-tetrahydro-3,5,5,6,8,8-hexamethyl-2-naphthalenyl)-
fixolide
1-(3,5,5,6,8,8-hexamethyl-5,6,7,8-tetrahydro-2-naphthalenyl)ethanone
1-(3,5,5,6,8,8-hexamethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ethanone
1-(3,5,5,6,8,8-hexamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone
1-(3,5,5,6,8,8-hexamethyl-6,7-dihydronaphthalen-2-yl)ethanone
INCI acetyl hexamethyl tetralin
muscofix (A.C.S. International)
musk tetralin
musk tonalid
naphthalene, 7-acetyl-1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydro-
1-(5,6,7,8-tetrahydro-3,5,5,6,8,8-hexamethyl-2-naphthalenyl)ethan- one
1-(5,6,7,8-tetrahydro-3,5,5,6,8,8-hexamethyl-2-naphthyl) ethan-1-one
1-(5,6,7,8-tetrahydro-3,5,5,6,8,8-hexamethyl-2-naphthyl)ethan-1-one
5',6',7',8'-tetrahydro-3',5',5',6',8',8'-hexamethyl-2'-acetonaphthone
tetralide
tonalid (PFW)
tonalid II (PFW)
tonalide (PFW)