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ALL-TRANS-RETINAL

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ALL-TRANS-RETINAL Basic information
ALL-TRANS-RETINAL Chemical Properties
  • Melting point:61-63°C
  • Boiling point:366.92°C (rough estimate)
  • Density 1.0083 (rough estimate)
  • refractive index 1.4500 (estimate)
  • storage temp. −20°C
  • form powder
  • color yellow
  • Water Solubility <70mg/L(25 ºC)
  • CAS DataBase Reference116-31-4(CAS DataBase Reference)
  • EPA Substance Registry SystemRetinal (116-31-4)
Safety Information
  • Hazard Codes Xn
  • Risk Statements 22-38
  • Safety Statements 22-36/37
  • WGK Germany 3
  • RTECS VH6407000
  • HS Code 29122990
MSDS
ALL-TRANS-RETINAL Usage And Synthesis
  • Chemical PropertiesYellow Powder
  • UsesCorotenoid component of the visual pigments. All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase.
  • Usesretinaldehyde is a mild retinoid credited with increasing epidermal thickness without producing erythema.
  • DefinitionChEBI: A retinal in which all four exocyclic double bonds have E- (trans-) geometry.
  • Synthesis Reference(s)Tetrahedron Letters, 29, p. 419, 1988 DOI: 10.1016/S0040-4039(00)80111-2
  • Purification MethodsThe aldehyde is separated from retinol by column chromatography on water-deactivated alumina. Elute with 1-2% acetone in hexane, or on TLC plates of silica gel G and using the same eluting solvent. It crystallises from pet ether or n-hexane as yellow-orange crystals, and the UV in hexane has max at 373nm (A1cm 1% 1,548) and 368nm ( 48,000). It is an irritant and is light sensitive. Store it in sealed ampoules under N2. The semicarbazone forms yellow crystals from CHCl3/Et2O or EtOH, m 199-201o(dec). The 9-cis-isomer [514-85-2] and the 13-cis-isomer [472-86-6] [max at 375nm ( 1,250) in EtOH] are also available commercially. [Beilstein 7 III 1742.]
ALL-TRANS-RETINAL Preparation Products And Raw materials
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