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Tetralin

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

Production
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). Rarely encountered is dihydronaphthalene (dialin). Laboratory methods 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-pent-4-ene using concentrated sulfuric acid, ==Uses==
Uses
Tetralin is used as a hydrogen-donor solvent, for example in coal liquifaction. It functions as a source of H2, which is transferred to the coal. The partially hydrogenated coal is more soluble. It is also used for the laboratory synthesis of hydrogen bromide: :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. ==Safety==
Safety
(rats, oral) is 2.68 g/kg. Tetralin induces methemoglobinemia. ==References==
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