Tetralin

Tetralin
Tetralin
Identifiers
CAS number 119-64-2 YesY
PubChem 8404
ChemSpider 8097 YesY
UNII FT6XMI58YQ YesY
KEGG C14114 YesY
ChEBI CHEBI:35008
Jmol-3D images Image 1
Properties
Molecular formula C10H12
Molar mass 132.2 g mol−1
Appearance Clear, colorless liquid
Density 0.970 g/cm³
Melting point

-35.8 °C, 237 K, -32 °F

Boiling point

206-208 °C, 479-481 K, 403-406 °F

Solubility in water Insoluble
Hazards
MSDS JT Baker MSDS
Flash point 77 °C
Autoignition
temperature
385 °C
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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. In a classic named reaction called the Darzens tetralin synthesis (Auguste George Darzens (1867–1954), 1926) derivatives can be prepared by intramolecular ring-closing reaction of an 1-aryl-4-pentene with concentrated sulfuric acid,[1] or simply through the hydrogenation of naphthalene in the presence of a platinum catalyst.

Darzens Synthesis of Tetralin Derivatives


Production

Tetralin is produced by the catalytic hydrogenation of naphthalene.

A large amount of work has been devoted to the hydrogenation of naphthalene into tetralin. Mixtures containing different proportions of naphthalene, tetralin, and decalin can be produced depending on the pressure and temperature of the process. Tetralin has been obtained from pressed naphthalene isolated from coke tar by hydrogenating it over commercial catalyst WS2 + NiS + Al2O3 and CoO + MoO3 + Al2O3 under pressure of 50-300 atm. The extent to which naphthalene is hydrogenated at pressures up to 60-70 atm is determined by catalyst activity; it is maximum if CoO + MoO3 + Al2O3 or WS2 + NiS + Al2O3 catalyst are used at 300-370 °C.[2]

See also

References

  1. ^ Darzens Synthesis of Tetralin Derivatives
  2. ^ Krichko, A. A., T. A. Titova, B. S. Filippov, and N. E. Dogadkina. "Production of tetralin by the hydrogenation of naphthalene-containing fractions." Chemistry and Technology of Fuels and Oils 5 (1969): 18-22.

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Look at other dictionaries:

  • Tetralin — Tetralin. Lösungsmittel für Harze, Wachs, feste Kohlenwasserstoffe C10H16 (auch den Terpenen zukommend), Hydrierungsprodukte des Naphthalins. Es gibt zwei Sorten: Tetralin, Siedepunkt 205–210° C, Flammpunkt 78° C, spez. Gew. ca. 0,975;… …   Lexikon der gesamten Technik

  • tetralin — tetràlīn m <G tetralína> DEFINICIJA kem. tetrahidronaftalen C10H12, bezbojna tekućina osebujna mirisa, otapalo masti, ulja, voskova i kaučuka; tetrahidronaftalin ETIMOLOGIJA tetra + (hidro ) + v. {{(nafta)lin>> …   Hrvatski jezični portal

  • Tetralin — Strukturformel Allgemeines Name Tetrahydronaphthalin Andere Namen Tetralin® 1,2,3,4 …   Deutsch Wikipedia

  • Tetralin — Te|t|ra|lin [Kurzw. aus 1,2,3,4 Tetrahydronaphthalin], das; s: farblose, brennbare Fl., Sdp. 207 °C, die als Lsgm. u. Ausgangsmaterial für Synthesen dient. * * * Tetralin   [Kurzwort] das, s, 1,2,3,4 Tetrahydro|naphthalin, farblose Flüssigkeit,… …   Universal-Lexikon

  • tetralin — tetralinas statusas T sritis chemija formulė C₁₀H₁₂ atitikmenys: angl. tetralin rus. тетралин ryšiai: sinonimas – 1,2,3,4 tetrahidronaftalenas …   Chemijos terminų aiškinamasis žodynas

  • tetralin — noun The bicyclic hydrocarbon tetrahydronaphthalene; it is used as an industrial solvent Syn: benzocyclohexane …   Wiktionary

  • Tetralin ® — Te|tra|lin ®, das; s [gek. aus: Tetrahydronaphthalin] (Chemie): als Lösungsmittel verwendetes, teilweise hydriertes Naphthalin …   Universal-Lexikon

  • Tetralin — ◆ Te|tra|lin 〈n.; Gen.: s; Pl.: unz.; Chemie〉 farbloses Mittel zum Lösen u. Verdünnen, chemisch Tetrahydronaphthalin [Etym.: zu grch. tessares, tettares »vier«]   ◆ Die Buchstabenfolge te|tr… kann auch tet|r… getrennt werden …   Lexikalische Deutsches Wörterbuch

  • Tetralin — Te|tra|lin das; s Kurzw. aus Tetrahydronaphthalin> als Lösungsmittel verwendetes, teilweise hydriertes Naphthalin …   Das große Fremdwörterbuch

  • Tetralin — Tet·ra·lin …   English syllables

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