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Tetralin

Tetralin
Skeletal formula
Ball-and-stick model
Names
IUPAC name
1,2,3,4-tetrahydronaphthalene
Other names
naphthalene 1,2,3,4-tetrahydride
Bacticin
benzocyclohexane
THN
Identifiers
3D model (Jmol)
ChEBI
ChemSpider
ECHA InfoCard 100.003.946
KEGG
PubChem CID
UNII
Properties
C10H12
Molar mass 132.21 g·mol−1
Appearance Clear, 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)
Insoluble
Viscosity 2.02 cP at 25 °C
Hazards
Safety data sheet JT Baker MSDS
Flash point 77 °C (171 °F; 350 K)
385 °C (725 °F; 658 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

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

The compound can be synthesized in a Bergman cyclization whereby cyclodeca-3-ene-1,5-diyne reacts with 1,3-cyclohexadiene to produce benzene and 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 an 1-aryl-4-pentene using concentrated sulfuric acid,

It can also be prepared by partial hydrogenation of naphthalene in the presence of a platinum catalyst.

Tetralin is produced by the catalytic hydrogenation of naphthalene.

Tetralin synthesis 01.svg


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