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1,2,3,4-Tetrahydronaphthalene

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1,2,3,4-Tetrahydronaphthalene Basic information
1,2,3,4-Tetrahydronaphthalene Chemical Properties
  • Melting point:−35 °C(lit.)
  • Boiling point:207 °C(lit.)
  • Density 0.973 g/mL at 25 °C(lit.)
  • vapor density 4.55 (vs air)
  • vapor pressure 0.18 mm Hg ( 20 °C)
  • refractive index n20/D 1.541(lit.)
  • Flash point:171 °F
  • storage temp. Store below +30°C.
  • solubility 0.045g/l
  • form Fluid
  • explosive limit0.8%, 100°F
  • Water Solubility INSOLUBLE
  • Sensitive Air Sensitive
  • Merck 14,9221
  • BRN 1446407
  • Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
  • CAS DataBase Reference119-64-2(CAS DataBase Reference)
  • NIST Chemistry ReferenceTetralin(119-64-2)
  • EPA Substance Registry SystemNaphthalene, 1,2,3,4-tetrahydro-(119-64-2)
Safety Information
MSDS
1,2,3,4-Tetrahydronaphthalene Usage And Synthesis
  • Chemical Propertiescolourless liquid with a mouldy smell
  • UsesDegreasing agent. Solvent for naphthalene, fats, resins, oils, waxes, used instead of turpentine in lacquers, shoe polishes, floor waxes.
  • DefinitionChEBI: An ortho-fused bicyclic hydrocarbon that is 1,2,3,4-tetrahydro derivative of naphthalene.
  • General DescriptionA light colored liquid. May be irritating to skin, eyes and mucous membranes. Flash point 100-141°F.
  • Air & Water ReactionsFlammable.
  • Reactivity Profile1,2,3,4-Tetrahydronaphthalene may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick 1979 p.151-154].
  • HazardIrritant to eyes and skin; narcotic in high concentration.
  • Health HazardLiquid may cause nervous disturbance, green coloration of urine, and skin and eye irritation
  • Purification MethodsWash tetralin with successive portions of conc H2SO4 until the acid layer is no longer coloured, then wash it with aqueous 10% Na2CO3, and then distilled water. Dry (CaSO4 or Na2SO4), filter, reflux and fractionally distil it under under reduced pressure from sodium or BaO. It can also be purified by repeated fractional freezing. Bass [J Chem Soc 3498 1964] freed tetralin, purified as above, from naphthalene and other impurities by conversion to ammonium tetralin-6-sulfonate. Concentrated H2SO4 (150mL) is added slowly to stirred tetralin (272mL) which is then heated on a water bath for about 2hours for complete solution. The warm mixture, when poured into aqueous NH4Cl solution (120g in 400mL water), gives a white precipitate which, after filtering off, is crystallised from boiling water, washed with 50% aqueous EtOH and dried at 100o. Evaporation of its boiling aqueous solution on a steam bath removes traces of naphthalene. The pure salt (229g) is mixed with conc H2SO4 (266mL) and steam distilled from an oil bath at 165-170o. An ether extract of the distillate is washed with aqueous Na2SO4, and the ether is evaporated, prior to distilling the tetralin from sodium. Tetralin has also been purified via barium tetralin-6-sulfonate, conversion to the sodium salt and decomposed in 60% H2SO4 using superheated steam. [Beilstein 5 H 491, 5 III 1219, 5 IV 1388.]
1,2,3,4-Tetrahydronaphthalene Preparation Products And Raw materials
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